Smith Group

Publications

Papers



27.

Practical and scalable catalytic asymmetric α-amination of carboxylic acids using isothioureas

L. Morrill, T. Lebel, A. M. Z. Slawin and A. D. Smith

Chem. Sci., 2012, in press: DOI: 10.1039/C2SC20171B


26.

Dihydropyridones: catalytic asymmetric synthesis, N- to C-sulfonyl transfer and derivatizations

C. Simal, T. Lebel, A. M. Z. Slawin and A. D. Smith

Angew. Chem. Int. Ed., 2012, in press: DOI: 10.1002/anie.201109061


25.

Isothiourea-mediated asymmetric O- to C-carboxyl transfer of oxazolyl carbonates: structure-selectivity profiles and mechanistic studies

C. Joannesse, C. P. Johnston, L. C. Morrill, P. A. Woods, M. Kieffer, T. A. Nigst, H. Mayr, T. Lebl, D. Philp, R. A. Bragg and A. D. Smith

Chem. Eur. J, 2012, in press: DOI: 10.1002/chem.201102847


24.

Pericyclic Cascade with Chirality Transfer: Reaction Pathway and Origin of Enantioselectivity of the Hetero-Claisen Approach to Oxindoles

N. Çelebi-Ölçüm, Y. Lam, E. Richmond, K. B. Ling, A. D. Smith and K. N. Houk

Angew. Chem. Int. Ed., 2011, 50, 11478-11482


23.

Isothiourea-Catalyzed Asymmetric C-acylation of Silyl Ketene Acetals

P. A. Woods, L. C. Morrill, R. A. Bragg and A. D. Smith

Chem. Eur. J., 2011, 17, 11060-11067


22.

Nucleophilicities and Lewis Basicities of Isothiourea Derivatives

B. Maji, C. Joannesse, T. Nigst, A. D. Smith and H. Mayr

J. Org. Chem., 2011, 76, 5104-5112


21.

Isothiourea-catalyzed asymmetric O- to C-carboxyl transfer of furanyl carbonates

C. Joannesse, L. C. Morrill, C. D. Campbell, A. M. Z. Slawin and A. D. Smith

Synthesis, 2011, 1865-1879


20.

Catalytic Enantioselective Steglich Rearrangements using Chiral N-Heterocyclic Carbenes

C. D. Campbell, C. Concellón and A. D. Smith

Tetrahedron: Asymmetry, 2011, 22, 797-811


19.

Organic base effects in NHC promoted O- to C-carboxyl transfer; chemoselectivity profiles, mechanistic studies and domino catalysis

C. D. Campbell, C. J. Collett, J. E. Thomson, A. M. Z. Slawin and A. D. Smith

Org. Biomol. Chem., 2011, 9, 4205-4218


18.

Organocatalytic Functionalization of Carboxylic acids: Isothiourea-Catalyzed Asymmetric Intra- and Intermolecular Michael Addition-Lactonizations

D. Belmessieri, L. C. Morrill, C. Simal, A. M. Z. Slawin and A. D. Smith

J. Am. Chem. Soc., 2011, 133, 2710-2714


17.

Structure-enantioselectivity effects in 3,4-dihydropyrimido[2,1-b]benzothiazole-based isothioureas as enantioselective acylation catalysts

D. Belmessieri, C. Joannesse, P. A. Woods, C. MacGregor, C. Jones, C. D. Campbell, C. P. Johnston, N. Duguet, C. Concellón, R. A. Bragg and A. D. Smith

Org. Biomol. Chem., 2011, 9, 559-570


16.

α-Aroyloxyaldehydes; scope and limitations as alternatives to α-haloaldehydes for NHC-catalysed redox transformations

K. B. Ling and A. D. Smith

Chem. Comm., 2011, 47, 373-375


15.

Structural effects in pyrazolidinone-mediated iminium ion-promoted Diels-Alder reactions

E. Gould, M. Reid, A. M. Z. Slawin and A. D. Smith

Tetrahedron, 2010, 66, 8892-9008


14.

NHC-mediated chlorination of alkylarylketenes: Catalysis and Asymmetry

J. Douglas, K. B. Ling, C. Concellón, G. Churchill, A. M. Z. Slawin and A. D. Smith

Eur. J. Org. Chem., 2010, 5863-5869


13.

Isothiourea-Mediated Stereoselective C-Acylation of Silyl Ketene Acetals

P. A. Woods, L. C. Morrill, R. A. Bragg, L. C. Morrill and A. D. Smith

Org. Lett., 2010, 12, 2660-2663


12.

Chiral relay in NHC-mediated asymmetric β-lactam synthesis II; substituent effects in NHCs derived from acylic 1,2-diamines

N. Duguet, A. Donaldson, S. M. Leckie, E. A. Kallstrom, C. D. Campbell, P. Shapland, T. B. Brown, A. M. Z. Slawin and A. D. Smith

Tetrahedron: Asymmetry, 2010, 21, 601-616


11.

Chiral relay in NHC-mediated asymmetric β-lactam synthesis I; substituent effects in NHCs derived from (1R,2R)-cyclohexyl-1,2-diamine

N. Duguet, A. Donaldson, S. M. Leckie, J. Douglas, P. Shapland, T. B. Brown, G. Churchill, A. M. Z. Slawin and A. D. Smith

Tetrahedron: Asymmetry, 2010, 21, 582-600


10.

Applications of NHC-mediated O- to C-carboxyl transfer: synthesis of (±)-N-benzyl-coerulescine and (±)-horsfiline

J. E. Thomson, A. F. Kyle, K. B. Ling, S. R. Smith, A. M. Z. Slawin and A. D. Smith

Tetrahedron, 2010, 66, 3801-3813


9.

NHC-mediated enantioselective addition of phenols to unsymmetrical alkylarylketenes

C. Concellón, N. Duguet and A. D. Smith

Adv. Synth. Catal., 2009, 351, 3001-3009

graphical abstract

8.

Isothiourea catalysed enantioselective O- to C-carboxyl transfer

C. Joannesse, C. P. Johnston, C. Concellón, C. Simal, D. Philp and A. D. Smith

Angew. Chem. Int. Ed., 2009, 48, 8914-8918

graphical abstract

7.

An asymmetric hetero-Claisen approach to 3-alkyl-3-aryloxindoles

N. Duguet, A. M. Z. Slawin and A. D. Smith

Org. Lett., 2009, 11, 3858-3861

graphical abstract

6.

N-heterocyclic carbene catalysed O- to C-carboxyl transfer of indolyl and benzofuranyl carbonates

J. E. Thomson, A. F. Kyle, C. Concellón, K. A. Gallagher, P. Lenden, L. C. Morrill, A. J. Miller, C. Joannesse, A. M. Z. Slawin and A. D. Smith

Synthesis, 2008, 17, 2805

graphical abstract

5.

Amidine Catalysed O- to C-carboxyl transfer of heterocyclic carbonate derivatives

C. Joannesse, C. Simal, C. Concellón, J. E. Thomson, C. D. Campbell, A. M. Z. Slawin and A. D. Smith

Org. Biomol. Chem., 2008, 6, 2900

graphical abstract

4.

Tandem multi-step synthesis of C-carboxyazlactones using N-heterocyclic carbenes

C. D. Campbell, N. Duguet, K. A. Gallagher, J. E. Thomson, A. G. Lindsay, A. O’Donoghue and A. D. Smith

Chem. Comm., 2008, 3528

graphical abstract

3.

Probing the efficiency of N-heterocyclic carbene promoted O- to C-carboxyl transfer of oxazolyl carbonates

J. E. Thomson, C. D. Campbell, C. Concellón, N. Duguet, K. Rix, A. M. Z. Slawin and A. D. Smith

J. Org. Chem., 2008, 73, 2784

graphical abstract

2.

N-Heterocyclic carbene catalysed β-lactam synthesis

N. Duguet, C. D. Campbell, A. M. Z. Slawin and A. D. Smith

Org. Biomol. Chem. , 2008, 6, 1108

graphical abstract

1.

Efficient N-Heterocyclic Carbene Catalysed O- to C-acyl transfer

J. E. Thomson, K. Rix and A. D. Smith

Org. Lett., 2006 , 8, 3785

graphical abstract