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 |
|---|---|
| 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
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Cui, J. N., Teraoka, R., Ema, T., Sakai, T., & Utaka, M. (1997). Highly regio- and enantioselective reduction of 1-chloro-2,4-alkanediones using baker's yeast: Effects of organic solvents as additives. Tetrahedron Letters, 38(17), 3021-3024. https://doi.org/10.1016/S0040-4039(97)00524-8