Prof Andrew Smith
Director of Research
Professor
Biography
Professor Smith gained a D. Phil (supervised by Prof. Steve Davies) in 2000 at the University of Oxford that was followed by further post-doctoral studies with Prof. Davies from 2000-2005. In October 2005, he was appointed as a Royal Society URF within the School of Chemistry at the University of St Andrews, was promoted to Reader in 2010, and Professor in 2012. He is currently Director of the EPSRC CRITICAT Catalysis CDT involving St Andrews, Edinburgh and Heriot Watt Universities. He was awarded an ERC Consolidator grant in 2011, the RSC Merck Prize in 2014 and RSC Charles Rees Award in 2018 and was elected FRSE in 2017. Research within the ADS group is currently directed towards the development of NHCs and isothioureas in Lewis base promoted catalytic enantioselective reaction processes and developing a mechanistic understanding of these processes.
Teaching
Andy contributes to teaching at both sub-honours and honours classes, through lecturing in CH1601 Introductory Organic Chemistry (16 Lectures and 4 workshops), CH3615 Mechanism in Organic Chemistry (9 Lectures and 2 workshops, Module convenor) as well as CH5611 Asymmetric Synthesis (10 Lectures and 2 workshops). Andy contributes to tutorials for CH1601 and CH4461/5461 Integrating Chemistry, and regularly acts as an academic monitor for external placements (CH4441).
Research areas
The ability to synthetically manipulate and prepare specific molecular structures with defined bespoke properties is the main goal of synthetic chemistry and catalysis, with applications that span the breadth of contemporary science ranging from materials chemistry to chemical biology. Catalysis provides society with efficient industrial processes that minimise energy, waste and harmful by-products. Andy’s research uses heterocyclic compounds as organocatalysts to develop new routes to prepare stereodefined materials from simple building blocks. Within this remit, our research speciality focuses upon the development of novel catalytic reaction processes using enantiopure heterocyclic Lewis base catalysts (isothioureas and N-heterocyclic carbenes), while simultaneously advancing a comprehensive mechanistic understanding of these transformations. In all projects the reactivity of heterocycles is used to discover novel approaches to the assembly of functional molecules.
For more information see the ADS Group Website: https://ads-group.squarespace.com/
PhD supervision
- Ffion Platt
- Martha Prindl
- Cara Philipson
- Joshua Walker
- Wang Yui Wylan Wong
- Sonia Kharb
- Zhanyu Zhou
- Panagiotis Kalomenopoulos
- Justin O'Yang
- Haoxiang Zhu
- Ihssane El Fdali
- Shubham Agrawal
Selected publications
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Open access
A C=O•••isothiouronium interaction dictates enantiodiscrimination in acylative kinetic resolution of tertiary heterocyclic alcohols
Greenhalgh, M. D., Smith, S. M., Walden, D. M., Taylor, J. E., Brice, Z., Robinson, E. R. T., Fallan, C., Cordes, D. B., Slawin, A. M. Z., Richardson, H. C., Grove, M. A., Cheong, P.H.-Y. & Smith, A. D., 12 Mar 2018, In: Angewandte Chemie International Edition. 57, 12, p. 3200-3206 7 p.Research output: Contribution to journal › Article › peer-review
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Open access
Direct organocatalytic enantioselective functionalization of SiOx surfaces
Parkin, J. D., Chisholm, R., Frost, A. B., Bailey, R. G., Smith, A. D. & Hähner, G., 20 Jul 2018, In: Angewandte Chemie International Edition. 57, 30, p. 9377-9381 5 p.Research output: Contribution to journal › Article › peer-review
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Open access
Multiple roles of aryloxide leaving groups in enantioselective annulations employing α,β-unsaturated acyl ammonium catalysis
Greenhalgh, M., Qu, S., Slawin, A. & Smith, A. D., 7 Jun 2018, In: Chemical Science. 9, 21, p. 4909-4918 10 p.Research output: Contribution to journal › Article › peer-review
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Open access
Aryloxide-facilitated catalyst turnover in enantioselective α,β-unsaturated acyl ammonium catalysis
Matviitsuk, A., Greenhalgh, M., Barrios Antunez, D., Slawin, A. & Smith, A. D., 25 Sept 2017, In: Angewandte Chemie. 129, 40, p. 12450-12455 6 p.Research output: Contribution to journal › Article › peer-review
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Open access
Tandem palladium and isothiourea relay catalysis: enantioselective synthesis of α-amino acid derivatives via allylic amination and [2,3]-sigmatropic rearrangement
Spoehrle, S. S. M., West, T. H., Taylor, J. E., Slawin, A. M. Z. & Smith, A. D., 30 Aug 2017, In: Journal of the American Chemical Society. 139, 34, p. 11895-11902 8 p.Research output: Contribution to journal › Article › peer-review
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Open access
Catalytic enantioselective [2,3]-rearrangements of allylic ammonium ylides: a mechanistic and computational study
West, T. H., Walden, D. M., Taylor, J. E., Brueckner, A. C., Johnston, R. C., Cheong, P.H.-Y., Lloyd-Jones, G. C. & Smith, A. D., 29 Mar 2017, In: Journal of the American Chemical Society. 139, 12, p. 4366-4375 10 p.Research output: Contribution to journal › Article › peer-review
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Open access
Exploiting the imidazolium effect in base-free ammonium enolate generation: synthetic and mechanistic studies
Young, C. M., Stark, D. G., West, T. H., Taylor, J. E. & Smith, A. D., 7 Nov 2016, In: Angewandte Chemie International Edition. 55, 46, p. 14394-14399 6 p.Research output: Contribution to journal › Article › peer-review
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Open access
Non-bonding 1,5-S•••O interactions govern chemo- and enantioselectivity in isothiourea-catalyzed annulations of benzazoles
Robinson, E. R. T., Walden, D. M., Fallan, C., Greenhalgh, M. D., Cheong, P.H.-Y. & Smith, A. D., 1 Dec 2016, In: Chemical Science. 7, 12, p. 6919-6927 9 p.Research output: Contribution to journal › Article › peer-review