Projects per year
Description
The enantioselective a-functionalisation of glycine Schiff base aryl esters through isothiourea catalysis is successfully demonstrated for 1,6-additions to para-quinone methides (21 examples, up to 95:5 dr and 96:4 er) and 1,4- additions to methylene substituted dicarbonyl or disulfonyl Michael acceptors (17 examples, up to 98:2 er). This nucleophilic organocatalysis approach gives access to a range of a-functionalised a-amino acid derivatives and further transformations of the activated aryl ester group provide a straightforward entry to advanced amino acid-based esters, amides or thioesters.
Date made available | 24 May 2023 |
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Publisher | University of St Andrews |
Projects
- 1 Finished
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CRITICAT CDT: Critical Resource Catalysis - CRITICAT
Smith, A. D. (PI), Nolan, S. P. (CoI) & Westwood, N. J. (CoI)
1/05/14 → 31/10/22
Project: Standard
Research output
- 1 Article
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Isothiourea-catalyzed enantioselective functionalisation of glycine Schiff base aryl esters via 1,6- and 1,4-additions
Stockhammer, L., Craik, R., Monkowius, U., Cordes, D. B., Smith, A. D. & Waser, M., 3 Jul 2023, In: Chemistry Europe. 1, 1, 9 p., e202300015.Research output: Contribution to journal › Article › peer-review
Open AccessFile