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Matthew Gaunt, Ph.D. - Publications

Affiliations: 
Chemsitry University of Cambridge, Cambridge, England, United Kingdom 
Area:
Organic Chemistry
Website:
http://www-gaunt.ch.cam.ac.uk/index.shtml

75 high-probability publications. We are testing a new system for linking publications to authors. You can help! If you notice any inaccuracies, please sign in and mark papers as correct or incorrect matches. If you identify any major omissions or other inaccuracies in the publication list, please let us know.

Year Citation  Score
2020 Nappi M, Hofer A, Balasubramanian S, Gaunt MJ. Selective Chemical Functionalization at N6-Methyladenosine Residues in DNA Enabled by Visible-Light-Mediated Photoredox Catalysis. Journal of the American Chemical Society. PMID 33305571 DOI: 10.1021/jacs.0c10616  0.32
2020 Rodrigalvarez J, Nappi M, Azuma H, Flodén NJ, Burns ME, Gaunt MJ. Catalytic C(sp)-H bond activation in tertiary alkylamines. Nature Chemistry. 12: 76-81. PMID 31863014 DOI: 10.1038/s41557-019-0393-8  0.32
2018 Taylor MT, Nelson JE, Suero MG, Gaunt MJ. A protein functionalization platform based on selective reactions at methionine residues. Nature. PMID 30323287 DOI: 10.1038/s41586-018-0608-y  1
2018 Gaunt MJ, Nappi M, He C, Whitehurst W, Chappell B. Selective Reductive Elimination at Alkyl Pd(IV) via Dissociative Ligand Ionization Enables Catalytic C(sp3)-H Amination to Azetidines. Angewandte Chemie (International Ed. in English). PMID 29380496 DOI: 10.1002/anie.201800519  0.32
2017 Gaunt MJ, Cabrera-Pardo J, Trowbridge A, Nappi M, Ozaki K. Selective Pd(II)-Catalyzed Carbonylation of Methylene beta-C-H Bonds in Aliphatic Amines. Angewandte Chemie (International Ed. in English). PMID 28707312 DOI: 10.1002/anie.201706303  0.32
2017 Smalley AP, Cuthbertson JD, Gaunt MJ. Correction to "Palladium-Catalyzed Enantioselective C-H Activation of Aliphatic Amines Using Chiral Anionic BINOL-Phosphoric Acid Ligands". Journal of the American Chemical Society. PMID 28562034 DOI: 10.1021/Jacs.7B05390  0.72
2017 Smalley AP, Cuthbertson JD, Gaunt MJ. Palladium-Catalyzed Enantioselective C-H Activation of Aliphatic Amines using Chiral Anionic BINOL-Phosphoric Acid Ligands. Journal of the American Chemical Society. PMID 28064488 DOI: 10.1021/Jacs.6B12234  0.72
2016 Willcox D, Chappell BG, Hogg KF, Calleja J, Smalley AP, Gaunt MJ. A general catalytic β-C-H carbonylation of aliphatic amines to β-lactams. Science (New York, N.Y.). 354: 851-857. PMID 27856900 DOI: 10.1126/Science.Aaf9621  0.64
2016 Beaud R, Phipps RJ, Gaunt MJ. Enantioselective Cu-Catalyzed Arylation of Secondary Phosphine Oxides with Diaryliodonium Salts toward the Synthesis of P-Chiral Phosphines. Journal of the American Chemical Society. PMID 27689432 DOI: 10.1021/jacs.6b09334  1
2016 Zakrzewski J, Smalley AP, Kabeshov MA, Gaunt MJ, Lapkin AA. Continuous-Flow Synthesis and Derivatization of Aziridines through Palladium-Catalyzed C(sp(3) )-H Activation. Angewandte Chemie (International Ed. in English). PMID 27304395 DOI: 10.1002/anie.201602483  0.64
2016 Williamson AE, Ngouansavanh T, Pace RDM, Allen AE, Cuthbertson JD, Gaunt MJ. Rapid Generation of Complex Molecular Architectures by a Catalytic Enantioselective Dearomatization Strategy Synlett. 27: 116-120. DOI: 10.1055/S-0035-1560377  1
2015 Calleja J, Pla D, Gorman TW, Domingo V, Haffemayer B, Gaunt MJ. A steric tethering approach enables palladium-catalysed C-H activation of primary amino alcohols. Nature Chemistry. 7: 1009-16. PMID 26587717 DOI: 10.1038/nchem.2367  1
2015 He C, Gaunt MJ. Ligand-Enabled Catalytic CH Arylation of Aliphatic Amines by a Four-Membered-Ring Cyclopalladation Pathway. Angewandte Chemie (International Ed. in English). PMID 26537617 DOI: 10.1002/anie.201508912  1
2015 Smalley AP, Gaunt MJ. Mechanistic Insights into the Palladium-Catalyzed Aziridination of Aliphatic Amines by C-H Activation. Journal of the American Chemical Society. PMID 26247373 DOI: 10.1021/jacs.5b05529  1
2015 Frost JR, Pearson CM, Snaddon TN, Booth RA, Turner RM, Gold J, Shaw DM, Gaunt MJ, Ley SV. Callipeltosides A, B and C: Total Syntheses and Structural Confirmation. Chemistry (Weinheim An Der Bergstrasse, Germany). 21: 13261-77. PMID 26230615 DOI: 10.1002/Chem.201501877  0.6
2015 Cahard E, Male HP, Tissot M, Gaunt MJ. Enantioselective and Regiodivergent Copper-Catalyzed Electrophilic Arylation of Allylic Amides with Diaryliodonium Salts. Journal of the American Chemical Society. 137: 7986-9. PMID 26090564 DOI: 10.1021/jacs.5b03937  1
2015 Holt D, Gaunt MJ. Copper-Catalyzed Oxy-Alkenylation of Homoallylic Alcohols to Generate Functional syn-1,3-Diol Derivatives. Angewandte Chemie (International Ed. in English). 54: 7857-61. PMID 26012522 DOI: 10.1002/anie.201501995  1
2015 Pitts AK, O'Hara F, Snell RH, Gaunt MJ. A concise and scalable strategy for the total synthesis of dictyodendrin B based on sequential C-H functionalization. Angewandte Chemie (International Ed. in English). 54: 5451-5. PMID 25706658 DOI: 10.1002/Anie.201500067  1
2015 Gaunt MJ, Chow HF, Rovis T. Cluster preface: Catalysis using sustainable metals - Part II Synlett. 26: 306. DOI: 10.1055/S-0034-1380054  1
2015 Chan L, McNally A, Toh QY, Mendoza A, Gaunt MJ. A counteranion triggered arylation strategy using diaryliodonium fluorides Chemical Science. 6: 1277-1281. DOI: 10.1039/c4sc02856b  1
2015 Frost JR, Pearson CM, Snaddon TN, Booth RA, Turner RM, Gold J, Shaw DM, Gaunt MJ, Ley SV. Callipeltosides A, B and C: Total Syntheses and Structural Confirmation Chemistry - a European Journal. DOI: 10.1002/chem.201501877  1
2014 Tissot M, Phipps RJ, Lucas C, Leon RM, Pace RD, Ngouansavanh T, Gaunt MJ. Gram-scale enantioselective formal synthesis of morphine through an ortho-para oxidative phenolic coupling strategy. Angewandte Chemie (International Ed. in English). 53: 13498-501. PMID 25288124 DOI: 10.1002/anie.201408435  1
2014 Zhang F, Das S, Walkinshaw AJ, Casitas A, Taylor M, Suero MG, Gaunt MJ. Cu-catalyzed cascades to carbocycles: union of diaryliodonium salts with alkenes or alkynes exploiting remote carbocations. Journal of the American Chemical Society. 136: 8851-4. PMID 24905079 DOI: 10.1021/Ja504361Y  1
2014 McNally A, Haffemayer B, Collins BS, Gaunt MJ. Palladium-catalysed C-H activation of aliphatic amines to give strained nitrogen heterocycles. Nature. 510: 129-33. PMID 24870240 DOI: 10.1038/nature13389  1
2014 Gaunt M, Rovis T, Chow HF. Catalysis using sustainable metals - Part i Synlett. 25: 2715-2716. DOI: 10.1055/S-0034-1379611  1
2013 Walkinshaw AJ, Xu W, Suero MG, Gaunt MJ. Copper-catalyzed carboarylation of alkynes via vinyl cations. Journal of the American Chemical Society. 135: 12532-5. PMID 23947578 DOI: 10.1021/ja405972h  1
2013 Cahard E, Bremeyer N, Gaunt MJ. Copper-catalyzed intramolecular electrophilic carbofunctionalization of allylic amides. Angewandte Chemie (International Ed. in English). 52: 9284-8. PMID 23857874 DOI: 10.1002/anie.201303724  1
2013 Collins BS, Suero MG, Gaunt MJ. Copper-catalyzed arylative Meyer-Schuster rearrangement of propargylic alcohols to complex enones using diaryliodonium salts. Angewandte Chemie (International Ed. in English). 52: 5799-802. PMID 23610012 DOI: 10.1002/anie.201301529  1
2013 Suero MG, Bayle ED, Collins BS, Gaunt MJ. Copper-catalyzed electrophilic carbofunctionalization of alkynes to highly functionalized tetrasubstituted alkenes. Journal of the American Chemical Society. 135: 5332-5. PMID 23521626 DOI: 10.1021/ja401840j  1
2013 Toh QY, McNally A, Vera S, Erdmann N, Gaunt MJ. Organocatalytic C-H bond arylation of aldehydes to bis-heteroaryl ketones. Journal of the American Chemical Society. 135: 3772-5. PMID 23445238 DOI: 10.1021/ja400051d  1
2013 Williamson AE, Gaunt MJ. Oxidative Dearomatization and Organocatalytic Desymmetrization Asymmetric Synthesis Ii: More Methods and Applications. 383-390. DOI: 10.1002/9783527652235.ch48  1
2012 McMurray L, Beck EM, Gaunt MJ. Chemical synthesis of Aspidosperma alkaloids inspired by the reverse of the biosynthesis of the rhazinilam family of natural products. Angewandte Chemie (International Ed. in English). 51: 9288-91. PMID 22915344 DOI: 10.1002/anie.201204151  1
2012 Phipps RJ, McMurray L, Ritter S, Duong HA, Gaunt MJ. Copper-catalyzed alkene arylation with diaryliodonium salts. Journal of the American Chemical Society. 134: 10773-6. PMID 22712572 DOI: 10.1021/ja3039807  1
2011 Bigot A, Williamson AE, Gaunt MJ. Enantioselective α-arylation of N-acyloxazolidinones with copper(II)-bisoxazoline catalysts and diaryliodonium salts. Journal of the American Chemical Society. 133: 13778-81. PMID 21848264 DOI: 10.1021/ja206047h  1
2011 McMurray L, O'Hara F, Gaunt MJ. Recent developments in natural product synthesis using metal-catalysed C-H bond functionalisation. Chemical Society Reviews. 40: 1885-98. PMID 21390391 DOI: 10.1039/C1Cs15013H  1
2011 Gaunt M. Organic chemistry: Metals are not the only catalysts. Nature. 470: 183-5. PMID 21307930 DOI: 10.1038/470183A  1
2011 Tredwell MJ, Gulias M, Bremeyer NG, Johansson CC, Collins BS, Gaunt MJ. Palladium(II)-catalyzed C-H bond arylation of electron-deficient arenes at room temperature. Angewandte Chemie (International Ed. in English). 50: 1076-9. PMID 21268198 DOI: 10.1002/Anie.201005990  1
2011 Ciana CL, Phipps RJ, Brandt JR, Meyer FM, Gaunt MJ. A highly para-selective copper(II)-catalyzed direct arylation of aniline and phenol derivatives. Angewandte Chemie (International Ed. in English). 50: 458-62. PMID 21140387 DOI: 10.1002/anie.201004703  1
2011 Duong HA, Gilligan RE, Cooke ML, Phipps RJ, Gaunt MJ. Copper(II)-catalyzed meta-selective direct arylation of α-aryl carbonyl compounds. Angewandte Chemie (International Ed. in English). 50: 463-6. PMID 20967917 DOI: 10.1002/anie.201004704  1
2011 Leon R, Jawalekar A, Redert T, Gaunt MJ. Catalytic enantioselective assembly of complex molecules containing embedded quaternary stereogenic centres from simple anisidine derivatives Chemical Science. 2: 1487-1490. DOI: 10.1039/c1sc00218j  1
2011 Haffemayer B, Gulias M, Gaunt MJ. Amine directed Pd(II)-catalyzed C-H bond functionalization under ambient conditions Chemical Science. 2: 312-315. DOI: 10.1039/C0Sc00367K  1
2010 Beck EM, Gaunt MJ. Pd-catalyzed C-H bond functionalization on the indole and pyrrole nucleus. Topics in Current Chemistry. 292: 85-121. PMID 21500404 DOI: 10.1007/128_2009_15  1
2010 Grimster NP, Wilton DAA, Chan LKM, Godfrey CRA, Green C, Owen DR, Gaunt MJ. Alkynes to (E)-enolates using tandem catalysis: Stereoselective anti-aldol and syn-[3,3]-rearrangement reactions Tetrahedron. 66: 6429-6436. DOI: 10.1016/J.Tet.2010.05.045  1
2009 Phipps RJ, Gaunt MJ. A meta-selective copper-catalyzed C-H bond arylation. Science (New York, N.Y.). 323: 1593-7. PMID 19299616 DOI: 10.1126/science.1169975  1
2008 Jordan-Hore JA, Johansson CC, Beck EM, Gaunt MJ. Oxidative Pd(II)-catalyzed C-H bond amination to carbazole at ambient temperature. Journal of the American Chemical Society. 130: 16184-6. PMID 18998652 DOI: 10.1021/Ja806543S  1
2008 Phipps RJ, Grimster NP, Gaunt MJ. Cu(II)-catalyzed direct and site-selective arylation of indoles under mild conditions. Journal of the American Chemical Society. 130: 8172-4. PMID 18543910 DOI: 10.1021/ja801767s  1
2008 Beck EM, Hatley R, Gaunt MJ. Synthesis of rhazinicine by a metal-catalyzed C-H bond functionalization strategy. Angewandte Chemie (International Ed. in English). 47: 3004-7. PMID 18338359 DOI: 10.1002/anie.200705005  1
2008 Vo NT, Pace RD, O'Hara F, Gaunt MJ. An enantioselective organocatalytic oxidative dearomatization strategy. Journal of the American Chemical Society. 130: 404-5. PMID 18081291 DOI: 10.1021/ja077457u  1
2007 Gaunt MJ, Johansson CC. Recent developments in the use of catalytic asymmetric ammonium enolates in chemical synthesis. Chemical Reviews. 107: 5596-605. PMID 18072805 DOI: 10.1021/cr0683764  1
2007 Gaunt MJ, Johansson CC, McNally A, Vo NT. Enantioselective organocatalysis. Drug Discovery Today. 12: 8-27. PMID 17198969 DOI: 10.1016/j.drudis.2006.11.004  1
2006 Johansson CC, Bremeyer N, Ley SV, Owen DR, Smith SC, Gaunt MJ. Enantioselective catalytic intramolecular cyclopropanation using modified cinchona alkaloid organocatalysts. Angewandte Chemie (International Ed. in English). 45: 6024-8. PMID 16888822 DOI: 10.1002/Anie.200602129  1
2006 Sneddon HF, van den Heuvel A, Hirsch AK, Booth RA, Shaw DM, Gaunt MJ, Ley SV. Double conjugate addition of dithiols to propargylic carbonyl systems to generate protected 1,3-dicarbonyl compounds. The Journal of Organic Chemistry. 71: 2715-25. PMID 16555825 DOI: 10.1021/Jo052514S  1
2006 McNally A, Evans B, Gaunt MJ. Organocatalytic sigmatropic reactions: development of a [2,3] Wittig rearrangement through secondary amine catalysis. Angewandte Chemie (International Ed. in English). 45: 2116-9. PMID 16496275 DOI: 10.1002/anie.200504301  1
2006 Beck EM, Grimster NP, Hatley R, Gaunt MJ. Mild aerobic oxidative palladium (II) catalyzed C-H bond functionalization: regioselective and switchable C-H alkenylation and annulation of pyrroles. Journal of the American Chemical Society. 128: 2528-9. PMID 16492024 DOI: 10.1021/ja058141u  1
2006 Wright JA, Gaunt MJ, Spencer JB. Novel anti-Markovnikov regioselectivity in the Wacker reaction of styrenes. Chemistry (Weinheim An Der Bergstrasse, Germany). 12: 949-55. PMID 16144020 DOI: 10.1002/Chem.200400644  1
2005 Ball M, Gaunt MJ, Hook DF, Jessiman AS, Kawahara S, Orsini P, Scolaro A, Talbot AC, Tanner HR, Yamanoi S, Ley SV. Total synthesis of spongistatin 1: a synthetic strategy exploiting its latent pseudo-symmetry. Angewandte Chemie (International Ed. in English). 44: 5433-8. PMID 16059947 DOI: 10.1002/Anie.200502008  1
2005 Grimster NP, Gauntlett C, Godfrey CR, Gaunt MJ. Palladium-catalyzed intermolecular alkenylation of indoles by solvent-controlled regioselective C-H functionalization. Angewandte Chemie (International Ed. in English). 44: 3125-9. PMID 15828033 DOI: 10.1002/anie.200500468  1
2005 Kawahara S, Gaunt MJ, Scolaro A, Yamanoi S, Ley SV. Synthesis of the EF fragment of spongistatin 1 Synlett. 2031-2034. DOI: 10.1055/S-2005-871960  1
2004 Bremeyer N, Smith SC, Ley SV, Gaunt MJ. An intramolecular organocatalytic cyclopropanation reaction. Angewandte Chemie (International Ed. in English). 43: 2681-4. PMID 18629989 DOI: 10.1002/Anie.200454007  1
2004 Papageorgiou CD, Cubillo de Dios MA, Ley SV, Gaunt MJ. Enantioselective organocatalytic cyclopropanation via ammonium ylides. Angewandte Chemie (International Ed. in English). 43: 4641-4. PMID 15352192 DOI: 10.1002/Anie.200460234  1
2003 Gaunt MJ, Jessiman AS, Orsini P, Tanner HR, Hook DF, Ley SV. Synthesis of the C-1-C-28 ABCD unit of spongistatin 1. Organic Letters. 5: 4819-22. PMID 14653682 DOI: 10.1021/Ol035849+  1
2003 Gaunt MJ, Hook DF, Tanner HR, Ley SV. A practical and efficient synthesis of the C-16-C-28 spiroketal fragment (CD) of the spongistatins. Organic Letters. 5: 4815-8. PMID 14653681 DOI: 10.1021/Ol035848H  1
2003 Smith AB, Pitram SM, Boldi AM, Gaunt MJ, Sfouggatakis C, Moser WH. Multicomponent linchpin couplings. Reaction of dithiane anions with terminal epoxides, epichlorohydrin, and vinyl epoxides: efficient, rapid, and stereocontrolled assembly of advanced fragments for complex molecule synthesis. Journal of the American Chemical Society. 125: 14435-45. PMID 14624591 DOI: 10.1021/ja0376238  1
2003 Gaunt MJ, Lloyd-Jones GC. Highlights from the 38th ESF/EUCHEM Conference on Stereochemistry, Bürgenstock, Switzerland, April/May 2003. Chemical Communications (Cambridge, England). 2253-5. PMID 13678226  1
2003 Gaunt MJ, Sneddon HF, Hewitt PR, Orsini P, Hook DF, Ley SV. Development of beta-keto 1,3-dithianes as versatile intermediates for organic synthesis. Organic & Biomolecular Chemistry. 1: 15-6. PMID 12929380 DOI: 10.1002/chin.200321136  0.6
2003 Sneddon HF, Gaunt MJ, Ley SV. Addition of dithiols to bis-ynones: development of a versatile platform for the synthesis of polyketide natural products. Organic Letters. 5: 1147-50. PMID 12659595 DOI: 10.1021/Ol034248F  1
2003 Papageorgiou CD, Ley SV, Gaunt MJ. Organic-catalyst-mediated cyclopropanation reaction. Angewandte Chemie (International Ed. in English). 42: 828-31. PMID 12596214 DOI: 10.1002/Anie.200390222  1
2003 Gaunt MJ, Sneddon HF, Hewitt PR, Orsini P, Hook DF, Ley SV. Development of β-keto 1,3-dithianes as versatile intermediates for organic synthesis Organic and Biomolecular Chemistry. 1: 15-16. DOI: 10.1039/b208982c  1
2002 Smith AB, Pitram SM, Gaunt MJ, Kozmin SA. Dithiane additions to vinyl epoxides: steric control over the SN2 and SN2' manifolds. Journal of the American Chemical Society. 124: 14516-7. PMID 12465944 DOI: 10.1021/Ja0283100  1
2002 Yu J, Gaunt MJ, Spencer JB. Convenient preparation of trans-arylalkenes via palladium(II)-catalyzed isomerization of cis-arylalkenes. The Journal of Organic Chemistry. 67: 4627-9. PMID 12076172 DOI: 10.1021/Jo015880U  1
2001 Gaunt MJ, Yu J, Spencer JB. Evidence that the availability of an allylic hydrogen governs the regioselectivity of the Wacker oxidation. Chemical Communications (Cambridge, England). 1844-5. PMID 12240343 DOI: 10.1039/B103066N  1
2001 Gaunt MJ, Spencer JB. Derailing the Wacker oxidation: development of a palladium-catalyzed amidation reaction. Organic Letters. 3: 25-8. PMID 11429862 DOI: 10.1021/Ol0066882  1
2000 Papageorgiou EA, Gaunt MJ, Yu JQ, Spencer JB. Selective hydrogenolysis of novel benzyl carbamate protecting groups Organic Letters. 2: 1049-51. PMID 10804551 DOI: 10.1021/Ol005589L  1
1999 Gaunt MJ, Boschetti CE, Yu J, Spencer JB. Preferential hydrogenolysis of NAP esters provides a new orthogonal protecting group strategy for carboxylic acids Tetrahedron Letters. 40: 1803-1806. DOI: 10.1016/S0040-4039(99)00014-3  1
1998 Gaunt MJ, Yu J, Spencer JB. Rational Design of Benzyl-Type Protecting Groups Allows Sequential Deprotection of Hydroxyl Groups by Catalytic Hydrogenolysis Journal of Organic Chemistry. 63: 4172-4173.  1
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