Projects per year
Description
N-Acyl imidazoles and catalytic isothiourea hydrochloride salts function as ammonium enolate precursors in the absence of base. Enantioselective Michael addition-cyclization reactions using different α,β-unsaturated Michael acceptors have been performed to form dihydropyranones and dihydropyridinones with high stereoselectivity. Detailed mechanistic studies using RPKA have revealed the importance of the “imidazolium” effect in ammonium enolate formation and have highlighted key differences with traditional base-mediated processes.
Date made available | 17 Aug 2016 |
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Publisher | University of St Andrews |
Projects
- 1 Finished
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ERC Starting Grant EnolCat: Emulating nature: Reaction diversity and understanding through asymmetric catalysis
Smith, A. D. (PI)
1/10/11 → 30/06/17
Project: Standard
Research output
- 1 Article
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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
Open AccessFile44 Citations (Scopus)5 Downloads (Pure)