Coldham, Iain, Professor

Professor Iain Coldham

School of Mathematical and Physical Sciences

Professor of Synthetic Organic Chemistry

i.coldham@sheffield.ac.uk

Dainton Building

Full contact details

Professor Iain Coldham
School of Mathematical and Physical Sciences
Dainton Building
13 Brook Hill
��«Ӱҵ
S3 7HF

Profile: Professor Coldham obtained a BA in Chemistry from the University of Cambridge in 1986, followed by a PhD in 1989. After a postdoctoral research fellowship at the University of Texas at Austin (1989-1991), he was a member of staff at the University of Exeter as a Lecturer/Senior Lecturer from 1991 to 2003. In 2003 he became a Reader at the University of ��«Ӱҵ, where he was promoted to Professor of Synthetic Organic Chemistry in 2008.

Research interests

New methodology in organic chemistry

Synthetic chemistry depends on reliable, high-yielding and selective reactions that access a wide variety of different structures. The discovery of new methods in synthesis is crucial to expand the range of novel compounds that can be made easily. Especially important is the development of new carbon-carbon bond-forming reactions. Our research group is studying the use of organometallic compounds in asymmetric synthesis, especially for carbon-carbon bond formation of nitrogen-containing compounds, prevalent in many biologically active molecules.

We have found that 2-lithiopyrrolidines, piperidines and other cyclic amines undergo dynamic resolution in the presence of a chiral ligand (L*), leading to highly enantioenriched 2-substituted cyclic amine products. We have determined the kinetics of enantiomerization of several chiral organolithium compounds.

Synthesis of biologically active compounds

We are using dipolar cycloaddition chemistry to access a variety of alkaloid structures. Intramolecular cycloadditions provide an efficient means to build up bicyclic and polycyclic ring systems in a rapid and stereocontrolled way.

We have shown that this chemistry is applicable to the synthesis of the core ring system of the alkaloid manzamine A, which has significant biological activity (anti-cancer, anti-malarial, and other activity). One dipole that we use is an azomethine ylide, that we make by condensation of a secondary amine with an aldehyde. Intramolecular cycloaddition sets up two new rings and up to four new stereocentres in a single step. We have prepared simpler analogues of manzamine A and other heteroaromatic compounds to probe their biological activity.

Recently, we have found that primary amines (such as amino-acids, amino-esters, hydroxylamine) can be used to condense with an aldehyde and promote a cascade process involving imine formation, cyclization, ylide formation and cycloaddition all in one pot. This chemistry provides an efficient method to prepare three rings directly from an acyclic aldehyde in a stereocontrolled way and has been applied to the total syntheses of several alkaloids (such as aspidospermidine, aspidospermine, quebrachamine and myrioxazine A).

Publications

Books

(2016) . Georg Thieme Verlag KG.

Journal articles

Maqsood Cheema Z, Nisar M, Yasmeen Gondal H, Alhussain SA, Zaki MEA & Coldham I (2023) . Journal of Saudi Chemical Society, 27(6), 101746-101746.
Yeo S-H, Choi A, Greaves S, Meijer A, Proietti Silvestri I & Coldham I (2023) . Chemistry – A European Journal.
Das A, Choi A & Coldham I (2023) . Organic Letters, 25(6), 987-991.
Choi A, Meijer AJHM, Silvestri IP & Coldham I (2022) . J Org Chem.
El-Tunsi A, Carter N, Yeo S-H, Priest J, Choi A, Kobras C, Ndlovu S, Proietti Silvestri I, Fenton A & Coldham I (2021) . Synthesis.
Coldham I, Choi A, El-Tunsi A, Wang Y, Meijer AJHM, Li J, Li X & Proietti Silvestri I (2021) . Chemistry - A European Journal.
Jayavelu AK, Schnöder TM, Perner F, Herzog C, Meiler A, Krishnamoorthy G, Huber N, Mohr J, Edelmann-Stephan B, Austin R , Brandt S et al (2020) . Nature, 588(7836), 157-163.
Aggarwal VK, Armstrong SK, Caggiano L, Chibale K, Clayden J, Coldham I, Greeves N, Hartley RC, Knight JG, Kuhnert N , Mitchell HJ et al (2020) . Organic & Biomolecular Chemistry, 18(37), 7236-7237.
Choi A, Castle J, Saruengkhanphasit R & Coldham I (2020) . Synthesis.
Choi A & Coldham I (2019) . Tetrahedron Letters, 60(37).
Choi A, Morley RM & Coldham I (2019) . Beilstein Journal of Organic Chemistry, 15, 1480-1484.
Talk R, El-Tunsi A, Robertson C & Coldham I (2019) . European Journal of Organic Chemistry.
Mannaerts I, Thoen LFR, Eysackers N, Cubero FJ, Leite SB, Coldham I, Colle I, Trautwein C & van Grunsven LA (2019) . Cell Death & Disease, 10(2).
Alkayar Z & Coldham I (2018) . Organic & Biomolecular Chemistry.
Aeyad T, Jones C & Coldham I (2018) . European Journal of Organic Chemistry.
Carter N, Li X, Reavey L, Meijer A & Coldham I (2017) . Chemical Science, 9(5), 1352-1357.
Aeyad T, Williams J, Meijer A & Coldham I (2017) . Synlett.
Saruengkhanphasit R, Collier D & Coldham I (2017) . The Journal of Organic Chemistry, 82(12), 6489-6496.
Coldham I, Meijer AJHM, Sadhukhan A & Hobbs M (2017) . SYNLETT, A80-A82.
Alshawish MR, Barker G, Measom ND & Coldham I (2016) . Comptes Rendus Chimie.
Furnival R, Saruengkhanphasit R, Holberry H, Shewring J, Guerrand H, Adams H & Coldham I (2016) . Org. Biomol. Chem..
Sadhukhan A, Hobbs MC, Meijer AJHM & Coldham I (2016) . Chemical Science, 8, 1436-1441.
Talk RA, Duperray A, Li X & Coldham I (2016) . ChemInform, 47(40).
Talk RA, Duperray A, Li X & Coldham I (2016) . Org. Biomol. Chem., 14(21), 4908-4917.
Gotham VJB, Hobbs MC, Burgin R, Turton D, Smythe C & Coldham I (2016) . Org. Biomol. Chem., 14(5), 1559-1563.
Cochrane EJ, Hassall LA & Coldham I (2015) . ChemInform, 46(43), no-no.
Cochrane EJ, Hassall LA & Coldham I (2015) . The Journal of Organic Chemistry, 80(11), 5964-5969.
Li X & Coldham I (2014) . ChemInform, 45(42), no-no.
Coldham I (2014) . Applied Organometallic Chemistry, 28(10), 800-800.
Cochrane EJ, Leonori D, Hassall LA & Coldham I (2014) . Chemical Communications, 50(69), 9910-9913.
Nath D, Skilbeck MC, Coldham I & Fleming FF (2014) . ChemInform, 45(24), no-no.
Li X & Coldham I (2014) . J Am Chem Soc, 136(15), 5551-5554.
Mortimer D, Whiting M, Harrity JPA, Jones S & Coldham I (2014) . Tetrahedron Letters, 55(6), 1255-1257.
Nath D, Skilbeck MC, Coldham I & Fleming FF (2014) . Org Lett, 16(1), 62-65.
Barker G, Alshawish MR, Skilbeck MC & Coldham I (2013) . ChemInform, 44(49), no-no.
Li X, Leonori D, Sheikh NS & Coldham I (2013) . ChemInform, 44(45), no-no.
Barker G, Alshawish MR, Skilbeck MC & Coldham I (2013) . Angewandte Chemie, 125(30), 7854-7857.
Barker G, Alshawish MR, Skilbeck MC & Coldham I (2013) . Angew Chem Int Ed Engl, 52(30), 7700-7703.
Li X, Leonori D, Sheikh NS & Coldham I (2013) . Chemistry, 19(24), 7724-7730.
García-Calvo O, Coya E, Lage S, Coldham I, Sotomayor N & Lete E (2013) . European Journal of Organic Chemistry(8), 1460-1470.
Coldham I, Robinson SP & Baxter CA (2013) . ChemInform, 44(4), no-no.
Coldham I, Burrell AJM, Watson L, Oram N & Martin N (2012) . ChemInform, 43(19), no-no.
Ince HH, Dedeoglu B, Gul S, Aviyente V & Coldham I (2012) . Molecular Physics, 110(6), 353-359.
Sheikh NS, Leonori D, Barker G, Firth JD, Campos KR, Meijer AJHM, O'Brien P & Coldham I (2012) . J Am Chem Soc, 134(11), 5300-5308.
Thompson MJ, Louth JC, Little SM, Jackson MP, Boursereau Y, Chen B & Coldham I (2012) . ChemMedChem, 7(4), 578-586.
Coldham I, Burrell AJM, Guerrand HDS, Watson L, Martin NG & Oram N (2012) . Beilstein Journal of Organic Chemistry, 8, 107-111.
Coldham I, Robinson SP & Baxter CA (2012) . Synlett, 23(16), 2405-2407.
Guerrand HDS, Adams H & Coldham I (2011) . Org Biomol Chem, 9(22), 7921-7928.
Thompson MJ, Louth JC, Little SM, Chen B & Coldham I (2011) . Bioorg Med Chem Lett, 21(12), 3644-3647.
Coldham I, Watson L, Adams H & Martin NG (2011) . J Org Chem, 76(7), 2360-2366.
Coldham I, Burrell AJM, Guerrand HDS & Oram N (2011) . Org Lett, 13(6), 1267-1269.
Franklin AI, Bensa D, Adams H & Coldham I (2011) . Org Biomol Chem, 9(6), 1901-1907.
Burrell AJM & Coldham I (2011) . ChemInform, 42(1), no-no.
Coldham I, Burrell AJM, Watson L, Oram N & Martinc NG (2011) . Heterocycles, 84(1), 597-613.
García-Calvo O, Sotomayor N, Lete E & Coldham I (2011) . Arkivoc, 2011(5), 57-66.
Shakhidoyatov KM, Coldham I & Ibragimov TF (2011) LITHIATION OF DEOXYPEGANINE AND CHIRAL SYNTHESIS OF DEOXYPEGANINE DERIVATIVES. CHEM NAT COMPD+, 46(6), 929-931.
Shakhidoyatov KM, Coldham I & Ibragimov TF (2011) Lithiation of deoxypeganine and chiral synthesis of deoxypeganine derivatives. Chemistry of Natural Compounds, 1-3.
Coldham I & Leonori D (2010) . ChemInform, 41(42).
Burrell AJM, Watson L, Martin NG, Oram N & Coldham I (2010) . Org Biomol Chem, 8(20), 4530-4532.
COLDHAM I, COLLIS AJ, MOULD RJ & RATHMELL RE (2010) . ChemInform, 26(36), no-no.
Burrell AJM & Coldham I (2010) Synthesis of Natural Products Using Intramolecular Dipolar Cycloaddition Reactions. CURR ORG SYNTH, 7(4), 312-331.
Robinson SP, Sheikh NS, Baxter CA & Coldham I (2010) . TETRAHEDRON LETT, 51(28), 3642-3644.
Coldham I & Leonori D (2010) . J Org Chem, 75(12), 4069-4077.
Stead D, Carbone G, O'Brien P, Campos KR, Coldham I & Sanderson A (2010) . J Am Chem Soc, 132(21), 7260-7261.
Coldham I, Adams H, Ashweek NJ, Barker TA, Reeder AT & Skilbeck MC (2010) . TETRAHEDRON LETT, 51(18), 2457-2460.
Coldham I, Raimbault S, Whittaker DTE, Chovatia PT, Leonori D, Patel JJ & Sheikh NS (2010) . Chemistry, 16(13), 4082-4090.
Leonori D & Coldham I (2010) . ChemInform, 41(10).
Coldham I & Sheikh NS (2010) Dynamic resolutions of chiral organolithiums. Topics in Stereochemistry, 26, 253-293.
Coldham I, Leonori D, Beng TK & Gawley RE (2010) . Chemical Communications, 46(48), 9267-9268.
Coldham I, Raimbault S, Whittaker DTE, Chovatia PT, Leonori D, Patel JJ & Sheikh NS (2010) Asymmetric substitutions of 2-lithiated N-boc-piperidine and N-Boc-azepine by dynamic resolution.. Chemistry (Weinheim an der Bergstrasse, Germany), 16(13), 4082-4090.
Leonori D & Coldham I (2009) . ADV SYNTH CATAL, 351(16), 2619-2623.
Coldham I, Leonori D, Beng TK & Gawley RE (2009) . Chem Commun (Camb)(35), 5239-5241.
Coldham I, Jana S, Watson L & Martin NG (2009) . ChemInform, 40(35).
Burrell AJM, Coldham I & Oram N (2009) . ChemInform, 40(33).
Burrell AJM, Coldham I, Watson L, Oram N, Pilgram CD & Martin NG (2009) . ChemInform, 40(30).
Beng TK, Yousaf TI, Coldham I & Gawley RE (2009) . J Am Chem Soc, 131(20), 6908-6909.
Coldham I, Jana S, Watson L & Martin NG (2009) . Org Biomol Chem, 7(8), 1674-1679.
Burrell AJM, Coldham I & Oram N (2009) . Org Lett, 11(7), 1515-1518.
Burrell AJM, Coldham I, Watson L, Oram N, Pilgram CD & Martin NG (2009) . J Org Chem, 74(6), 2290-2300.
Coldham I, Raimbault S, Chovatia PT, Patel JJ, Leonori D, Sheikh NS & Whittaker DTE (2009) . ChemInform, 40(4).
Coldham I & Leonori D (2009) . ChemInform, 40(2).
Coldham I, Jana S, Watson L & Pilgram CD (2008) . ChemInform, 39(52).
Coldham I, Raimbault S, Chovatia PT, Patel JJ, Leonori D, Sheikh NS & Whittaker DTE (2008) . Chem Commun (Camb)(35), 4174-4176.
Coldham I, Jana S, Watson L & Pilgram CD (2008) . TETRAHEDRON LETT, 49(37), 5408-5410.
Coldham I & Leonori D (2008) . Org Lett, 10(17), 3923-3925.
Bensa D, Coldham I, Feinaeugle P, Pathak RB & Butlin RJ (2008) . ChemInform, 39(34).
Coldham I, Patel JJ, Raimbault S, Whittaker DTE, Adams H, Fang GY & Aggarwal VK (2008) . ChemInform, 39(23).
Bensa D, Coldham I, Feinäugle P, Pathak RB & Butlin RJ (2008) . Org Biomol Chem, 6(8), 1410-1415.
Coldham I, Patel JJ, Raimbault S & Whittaker DTE (2008) . ChemInform, 39(11).
Yousaf TI, Williams RL, Coldham I & Gawley RE (2008) . Chem Commun (Camb)(1), 97-98.
Coldham I, Patel JJ, Raimbault S, Whittaker DTE, Adams H, Fang GY & Aggarwal VK (2008) . Org Lett, 10(1), 141-143.
Coldham I, Patel JJ, Raimbault S & Whittaker DTE (2007) . Chem Commun (Camb)(43), 4534-4536.
Coldham I, O'Brien P, Patel JJ, Raimbault S, Sanderson AJ, Stead D & Whittaker DTE (2007) . TETRAHEDRON-ASYMMETR, 18(17), 2113-2119.
Coldham I, Burrell AJM, White LE, Adams H & Oram N (2007) . Angewandte Chemie, 119(32), 6271-6274.
Coldham I, Dobson BC, Fletcher SR & Franklin AI (2007) . EUR J ORG CHEM(16), 2676-2686.
Coldham I, Dobson BC, Franklin AI & Fletcher SR (2007) . TETRAHEDRON LETT, 48(5), 873-875.
Coldham I, Burrell AJM, White LE, Adams H & Oram N (2007) . Angew Chem Int Ed Engl, 46(32), 6159-6162.
Christoph G, Stratmann C, Coldham I & Hoppe D (2006) . Org Lett, 8(20), 4469-4471.
Coldham I, Dufour S, Haxell TFN, Patel JJ & Sanchez-Jimenez G (2006) . J Am Chem Soc, 128(33), 10943-10951.
Coldham I, Patel JJ & Sanchez-Jimenez G (2005) . ChemInform, 36(43).
Coldham I, Pih SM & Rabot R (2005) . SYNLETT(11), 1743-1745.
Coldham I & Hufton R (2005) . Chem Rev, 105(7), 2765-2810.
Coldham I, Patel JJ & Sanchez-Jimenez G (2005) . Chem Commun (Camb)(24), 3083-3085.
Coldham I, Dufour S, Haxell TFN & Vennall GP (2005) . TETRAHEDRON, 61(13), 3205-3220.
Gawley RE, Klein R, Ashweek NJ & Coldham I (2005) . TETRAHEDRON, 61(13), 3271-3280.
Ashweek NJ, Brandt P, Coldham I, Dufour S, Gawley RE, Haeffner F, Klein R & Sanchez-Jimenez G (2005) . J Am Chem Soc, 127(1), 449-457.
Boursereau Y & Coldham I (2004) . Bioorg Med Chem Lett, 14(23), 5841-5844.
Coldham I, Price KN & Rathmell RE (2003) . Org Biomol Chem, 1(12), 2111-2119.
Ashweek NJ, Coldham I, Haxell TF & Howard S (2003) . Org Biomol Chem, 1(9), 1532-1544.
Coldham I, Dufour S, Haxell TFN, Howard S & Vennall GP (2002) . Angew Chem Int Ed Engl, 41(20), 3887-3889.
Coldham I, Crapnell KM, Fernàndez J-C, Moseley JD & Rabot R (2002) . J Org Chem, 67(17), 6181-6187.
Ashweek NJ, Coldham I, Snowden DJ & Vennall GP (2002) Intramolecular carbolithiation reactions of chiral alpha-amino-organolithium species.. Chemistry, 8(1), 195-207.
Ashweek NJ, Coldham I, Snowden DJ & Vennall GP (2002) Intramolecular carbolithiation reactions of chiral alpha-amino-organolithium species.. Chemistry (Weinheim an der Bergstrasse, Germany), 8(1).
Coldham I, Copley RC, Haxell TF & Howard S (2001) . Org Lett, 3(23), 3799-3801.
Coldham I, Hufton R, Price KN, Rathmell RE, Snowden DJ & Vennall GP (2001) Stereoselective synthesis of pyrrolidines and pyrrolizidines by intramolecular carbolithiation. SYNTHESIS-STUTTGART(10), 1523-1531.
Coldham I, Crapnell KM, Moseley JD & Rabot R (2001) Intramolecular azomethine ylide cycloaddition reactions to give octahydroindoles. J CHEM SOC PERK T 1(15), 1758-1763.
Coldham I, Fernandez J-C, Price KN & Snowden DJ (2000) . ChemInform, 31(43), no-no.
Coldham I & Vennall GP (2000) . ChemInform, 31(49), no-no.
Coldham I, Fernandez JC, Price KN & Snowden DJ (2000) . J Org Chem, 65(12), 3788-3795.
Ashweek NJ, Coldham I & Vennall GP (2000) A convenient route to N-alkyl-2-tributylstannyl-pyrrolidines involving reductive amination. TETRAHEDRON LETT, 41(13), 2235-2237.
Arbore APA, Cane-Honeysett DJ, Coldham I & Middleton ML (2000) A rapid approach to amino-acid derivatives by [2,3]-Stevens rearrangement. SYNLETT(2), 236-238.
Coldham I & Vennall GP (2000) Chiral organolithium species: determination of the rate of cyclization and extent of racemization. CHEM COMMUN(17), 1569-1570.
Coldham I, Coles SJ, Crapnell KM, Fernandez JC, Haxell TFN, Hursthouse MB, Moseley JD & Treacy AB (1999) A new stereoselective approach to the manzamine alkaloids. CHEM COMMUN(17), 1757-1758.
Buston JEH, Coldham I & Mulholland KR (1999) Meisenheimer rearrangements of N-allyl 2-azabornane derivatives. J CHEM SOC PERK T 1(16), 2327-2334.
Coldham I, Fernandez JC & Snowden DJ (1999) Synthesis of 7-azabicyclo[2.2.1]heptanes by anionic cyclization. TETRAHEDRON LETT, 40(9), 1819-1822.
Coldham I, Judkins RA & Witty DR (1998) Proton abstraction and electrophilic quench at C-2 of imidazolidines. TETRAHEDRON, 54(47), 14255-14264.
Coldham I, Houdayer PMA, Judkins RA & Witty DR (1998) N,N '-bisacylimidazolidines from 1,2-diamines. SYNTHESIS-STUTTGART(10), 1463-1466.
Coldham I, Middleton ML & Taylor PL (1998) Investigations into the [2,3]-aza-Wittig rearrangement of N-alkyl N-allyl alpha-amino esters. J CHEM SOC PERK T 1(17), 2817-2821.
Buston JEH, Coldham I & Mulholland KR (1998) Studies into the asymmetric Meisenheimer rearrangement. TETRAHEDRON-ASYMMETR, 9(11), 1995-2009.
Coldham I (1998) Main group organometallics in synthesis. J CHEM SOC PERK T 1(7), 1343-1364.
Coldham I, Hufton R & Rathmell RE (1997) Stereoselective anionic cyclizations to pyrrolidines. TETRAHEDRON LETT, 38(43), 7617-7620.
Coldham I, LangAnderson MMS, Rathmell RE & Snowden DJ (1997) Synthesis of pyrrolidines by anionic cyclization onto allylic ethers, alkynes and carboxylic groups. TETRAHEDRON LETT, 38(43), 7621-7624.
Coldham I, Middleton ML & Taylor PL (1997) N-alkylation and [2,3]-sigmatropic rearrangement of N-allyl alpha-amino esters. J CHEM SOC PERK T 1(20), 2951-2952.
Coldham I, Holman S & LangAnderson MS (1997) Preparation of beta-amino alcohols by carbon-carbon bond formation using substituted lithiomethylpyrrolidines. J CHEM SOC PERK T 1(10), 1481-1485.
Coldham I (1997) Main group organometallics in synthesis. CONTEMP ORG SYNTH, 4(2), 136-163.
Buston JEH, Coldham I & Mulholland KR (1997) Chirality transfer from nitrogen to carbon in the [2,3]-Meisenheimer rearrangement. SYNLETT(3), 322-&.
Coldham I, Houdayer PMA, Judkins RA & Witty DR (1996) One-pot synthesis of N,N'-bisacylimidazolidines; Potential new acyl anion equivalents. SYNLETT(11), 1109-&.
Coldham I & Hufton R (1996) Synthesis of 3-alkylpyrrolidines by anionic cyclization. TETRAHEDRON, 52(38), 12541-12552.
Coldham I, Hufton R & Snowden DJ (1996) Anionic cyclizations of alpha-aminoorganolithiums. Determination of the stereoselectivity at the carbanion center and the synthesis of (+)-pseudoheliotridane. J AM CHEM SOC, 118(22), 5322-5323.
COLDHAM I, COLLIS AJ, MOULD RJ & RATHMELL RE (1995) SYNTHESIS OF 4-PHENYLPIPERIDINES BY TANDEM WITTIG OLEFINATION-AZA-WITTIG REARRANGEMENT OF 2-BENZOYLAZIRIDINES. J CHEM SOC PERK T 1(21), 2739-2745.
MAGNUS P, LACOUR J, COLDHAM I, MUGRAGE B & BAUTA WB (1995) NEW TRIALKYLSILYL ENOL ETHER CHEMISTRY - ALPHA-N-TOSYLAMINATION OF TRIISOPROPYLSILYL ENOL ETHERS. TETRAHEDRON, 51(41), 11087-11110.
COLDHAM I, COLLIS AJ, MOULD RJ & ROBINSON DE (1995) PYRROLIDINES BY 1,3-DIPOLAR CYCLOADDITION OF CONJUGATED AZOMETHINE YLIDES. SYNTHESIS-STUTTGART(9), 1147-&.
COLDHAM I, COLLIS AJ, MOULD RJ & RATHMELL RE (1995) RING EXPANSION OF AZIRIDINES TO PIPERIDINES USING THE AZA-WITTIG REARRANGEMENT. TETRAHEDRON LETT, 36(20), 3557-3560.
COLDHAM I & HUFTON R (1995) A NEW ROUTE TO CYCLIC AMINES BY ANIONIC CYCLIZATION. TETRAHEDRON LETT, 36(12), 2157-2160.
COLDHAM I & WARREN S (1993) SYNTHESIS OF CYCLIC AMINES AND ALLYLIC SULFIDES BY PHENYLTHIO MIGRATION OF BETA-HYDROXY SULFIDES. J CHEM SOC PERK T 1(14), 1637-1656.
COLDHAM I (1993) AZA-WITTIG REARRANGEMENTS AND CYCLIZATIONS BY TRANSMETALATION OF N-BENZYLAMINOMETHYLSTANNANES. J CHEM SOC PERK T 1(12), 1275-1276.
COLDHAM I & WARREN S (1992) STEREOSPECIFIC PHENYLTHIO MIGRATIONS IN THE SYNTHESIS OF SPIROCYCLIC LACTONES AND ETHERS FROM N-METHYL-4-PIPERIDONE AND QUINUCLIDIN-3-ONE. J CHEM SOC PERK T 1(18), 2303-2307.
AGGARWAL VK, COLDHAM I, MCINTYRE S & WARREN S (1991) TRANSFORMATION OF CYCLIC ALPHA-PHENYLTHIO ALDEHYDES BY STEREOSELECTIVE ALDOL REACTIONS AND PHENYLTHIO MIGRATION INTO SPIROCYCLIC LACTONES AND ETHERS, AND E-ALLYLIC ALCOHOLS WITH 1,4-RELATED CHIRAL CENTERS. J CHEM SOC PERK T 1(2), 451-460.
MAGNUS P & COLDHAM I (1991) NEW TRIALKYLSILYL ENOL ETHER CHEMISTRY - SYNTHESIS OF THE BENZOMORPHANONE CORE STRUCTURE USING A STEREOELECTRONIC CONFORMATIONAL LOCK. J AM CHEM SOC, 113(2), 672-673.
COLDHAM I & WARREN S (1989) STEREOCONTROLLED AMIDOCYCLIZATIONS WITH PHENYLTHIO MIGRATION. TETRAHEDRON LETT, 30(43), 5937-5940.
COLDHAM I, COLLINGTON EW, HALLETT P & WARREN S (1988) STEREOCHEMICALLY CONTROLLED SYNTHESIS OF SPIROCYCLIC LACTONES AND ETHERS FROM N-METHYL-4-PIPERIDONE AND 3-QUINUCLIDINONE BY PHENYLTHIO MIGRATION. TETRAHEDRON LETT, 29(41), 5321-5324.
AGGARWAL VK, COLDHAM I, MCINTYRE S, SANSBURY FH, VILLA MJ & WARREN S (1988) STEREOCHEMICAL CONTROL IN THE SYNTHESIS OF TETRAHYDROFURANS BY CYCLIZATION OF DIOLS WITH PHENYLTHIO MIGRATION. TETRAHEDRON LETT, 29(38), 4885-4888.
Choi A, Das A, Meijer AJHM, Silvestri IP & Coldham I () . Organic & Biomolecular Chemistry.
Coldham I, Alkayar Z & Adams H () . Synlett, 27(03), 447-449.
Pathak RB, Dobson BC, Ghosh N, Ageel KA, Alshawish MR, Saruengkhanphasit R & Coldham I () . Organic & Biomolecular Chemistry, 13(11), 3331-3340.
COLDHAM I & HUFTON R () . ChemInform, 28(3), no-no.
Coldham I, Adams H, Ashweek NJ, Barker TA, Reeder AT & Skilbeck MC () . ChemInform, 41(34), no-no.
AGGARWAL VK, COLDHAM I, MCINTYRE S & WARREN S () . ChemInform, 22(18), no-no.
MAGNUS P & COLDHAM I () . ChemInform, 22(21), no-no.
COLDHAM I & WARREN S () . ChemInform, 24(1), no-no.
COLDHAM I & WARREN S () . ChemInform, 24(47), no-no.
COLDHAM I () . ChemInform, 24(42), no-no.
COLDHAM I & HUFTON R () . ChemInform, 26(30), no-no.
MAGNUS P, LACOUR J, COLDHAM I, MUGRAGE B & BAUTA WB () . ChemInform, 27(5), no-no.
COLDHAM I, COLLIS AJ, MOULD RJ & RATHMELL RE () . ChemInform, 27(9), no-no.
COLDHAM I, COLLIS AJ, MOULD RJ & ROBINSON DE () . ChemInform, 27(2), no-no.
COLDHAM I () . ChemInform, 27(31), no-no.
COLDHAM I, HUFTON R & SNOWDEN DJ () . ChemInform, 27(38), no-no.
COLDHAM I, HOUDAYER PMA, JUDKINS RA & WITTY DR () . ChemInform, 28(15), no-no.
COLDHAM I, HOLMAN S & LANG-ANDERSON MMS () . ChemInform, 28(42), no-no.
COLDHAM I () . ChemInform, 28(31), no-no.
BUSTON JEH, COLDHAM I & MULHOLLAND KR () . ChemInform, 28(40), no-no.
COLDHAM I, LANG-ANDERSON MMS, RATHMELL RE & SNOWDEN DJ () . ChemInform, 29(5), no-no.
COLDHAM I, HUFTON R & RATHMELL RE () . ChemInform, 29(5), no-no.
COLDHAM I, MIDDLETON ML & TAYLOR PL () . ChemInform, 29(6), no-no.
COLDHAM I () . ChemInform, 29(35), no-no.
BUSTON JEH, COLDHAM I & MULHOLLAND KR () . ChemInform, 29(42), no-no.
COLDHAM I, HOUDAYER PMA, JUDKINS RA & WITTY DR () . ChemInform, 30(4), no-no.
Coldham I, Judkins RA & Witty DR () . ChemInform, 30(10), no-no.
Coldham I, Fernandez J-C & Snowden DJ () . ChemInform, 30(22), no-no.
Coldham I, Coles SJ, Crapnell KM, Fernandez J-C, Haxell TFN, Hursthouse MB, Moseley JD & Treacy AB () . ChemInform, 30(44), no-no.
Buston JEH, Coldham I & Mulholland KR () . ChemInform, 30(50), no-no.
Arbore APA, Cane-Honeysett DJ, Coldham I & Middleton ML () . ChemInform, 31(21), no-no.
Ashweek NJ, Coldham I & Vennall GP () . ChemInform, 31(25), no-no.
Coldham I, Crapnell KM, Moseley JD & Rabot R () . ChemInform, 32(52), no-no.
Coldham I, Hufton R, Price KN, Rathmell RE, Snowden DJ & Vennall GP () . ChemInform, 32(45), no-no.
Coldham I, Copley RCB, Haxell TFN & Howard S () . ChemInform, 33(13), no-no.
Ashweek NJ, Coldham I, Snowden DJ & Vennall GP () . ChemInform, 33(23), no-no.

Chapters

(2016) In Snyder SA & Schaumann E (Ed.), Applications of Domino Transformations in Organic Synthesis 2 Georg Thieme Verlag
Gawley RE & Coldham I () John Wiley & Sons, Ltd

Conference proceedings papers

Coldham I, Burrell AJM & Oram N (2008) ORGN 422-Highly efficient synthesis of tricyclic amines by a cyclization/cycloaddition cascade: Total syntheses of aspidospermidine, aspidospermine and quebrachamine. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, Vol. 235
Pih SM & Coldham I (2005) Towards the total synthesis of manzamine a using 1,3 dipolar cycloaddition of azomethine ylides.. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, Vol. 229 (pp U370-U370)
Klein R, Gawley RE, Ashweek NJ, Brandt P, Coldham I, Dufour S & Haeffner F (2003) Enantiomerization of unstabilized and dipole-stabilized 2-lithiopyrrolidines: (Absolute) barrier to inversion. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, Vol. 226 (pp U149-U149)
Coldham I & Dufour S (2003) Dynamic resolution of alpha-amino-organolithium species.. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, Vol. 226 (pp U169-U169)
Coldham I, Fernandez JC, Rabot R & Crapnell KM (2001) Synthesis of the core ring system of manzamine A using azomethine ylide cycloaddition chemistry.. ABSTR PAP AM CHEM S, Vol. 221 (pp U100-U100)

Teaching interests: Organic Chemistry

Teaching activities

Undergraduate and postgraduate taught modules

Organic Reaction Mechanisms (Level 2)
This segment introduces substitution and elimination reactions.
Frontier Molecular Orbital Theory (Levels 3 & 4)
This segment introduces the applications of frontier molecular orbital theory in organic chemistry to understand conformation and reactivity.
Organic Chemistry of the Main Group Elements (Level 4)
This segment surveys the synthetic and mechanistic features of a range of organoelement reagents in the context of modern organic synthesis.

Support Teaching:

Tutorials: Level 1 General Chemistry
Level 3 Literature Review

Laboratory Teaching:

Level 3 Organic Laboratories
Level 4 Research Project

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School of Mathematical and Physical Sciences

School of Mathematical and Physical Sciences

Professor Iain Coldham

New methodology in organic chemistry

Synthesis of biologically active compounds

Books

Journal articles

Chapters

Conference proceedings papers

Undergraduate and postgraduate taught modules

Support Teaching:

Laboratory Teaching:

Links