Abstract
Bakers' yeast reduction of 1-chloro-2,4-alkanediones 1a afforded 1-chloro-2-hydroxy-4-alkanones 2a regioselectively with low optical purities. Application of inhibitors and heat-treatment of bakers' yeast enhanced the optical purities toward the S enantiomer (88-91% ee). Organic solvents added in small amounts were also found to enhance the S selectivity significantly. High optical purities 94-96% ee were achieved by the combined action of the inhibitor, heat-treatment, and organic solvent.
Original language | English |
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Pages (from-to) | 3021-3024 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 38 |
Issue number | 17 |
DOIs | |
Publication status | Published - Apr 28 1997 |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry