Abstract
Hydrolytic enantioselective protonation of dienyl esters and a β-diketone catalyzed by phase-transfer catalysts are described. The latter reaction is the first example of an enantio-convergent retro-Claisen condensation. Corresponding various optically active α,β-unsaturated ketones having tertiary chiral centers adjacent to carbonyl groups were obtained in good to excellent yields and enantiomeric ratios (83-99%, up to 97.5:2.5 er).
Original language | English |
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Pages (from-to) | 6178-6181 |
Number of pages | 4 |
Journal | Organic letters |
Volume | 14 |
Issue number | 24 |
DOIs | |
Publication status | Published - Dec 21 2012 |
All Science Journal Classification (ASJC) codes
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry