## Abstract Bioreduction of 3‐substituted‐2‐oxoal‐kanephosphonates by baker's yeast afforded 3‐substituted‐2‐hydroxy‐alkanephosphonates in moderate to good yields and ee value. These compounds could serve as useful chirons for the stereoselective synthesis of phosphorus analogs of biologically acti
Enhanced optical purity of 3-hydroxyesters obtained by baker's yeast reduction of 3-ketoesters
✍ Scribed by Vassilis Spiliotis; Demetris Papahatjis; Nikitas Ragoussis
- Book ID
- 103403514
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- French
- Weight
- 109 KB
- Volume
- 31
- Category
- Article
- ISSN
- 0040-4039
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## Abstract Dialkyl 4‐(dialkoxyphosphoryl)‐3‐oxobutanoates (**__1__**), upon yeast‐mediated bioreduction, afforded chiral dialkyl 4‐(dialkoxyphosphoryl)‐3‐hydroxybutanoates (**__2__**) in moderate to good yields and ee values. Significant improvement was reported for the preparation of dialkyl 4‐(d
Stereocontrol in Baker's yedst reduction of B-ketoesters was sucoessfutly achieved by introducing the sulfenyl guu>up at cl-position of the esters to afford opticalZy pure íS)-& hydmxy esters.
Asymmetric reduction of B-ketothioester derivatives with baker's yeast produced the cou'responding optically pure 3S-hydroxythioesters, whic.4 are useful chiral buiZdiz;a blocks in organic synthesis. The util:ity of the present method #eoseLective synthesis of sex attractant !,f pine saw-f?+, 12~,3~