Tetrahedron Asymmetry p. 1233 - 1236 (1993)
Update date:2022-08-16
Topics:
Hamdani, Mourad
Jeso, Bernard De
Deleuze, Herve
Saux, Annie
Maillard, Bernard
Baker's yeast treatment of ethyl 2-chloro-3-oxobutanoate 1, diethyl 2-acetylmalonate 2 and ethyl 2-cyano-3-oxobutanoate 3 was effected in order to obtain enantiomerically enriched compounds.In contrast to the reaction of 2 and 3, efficient diastereo- and enantioselective reduction of 1 provided ethyl 2(R)-chloro-3(S)-hydroxybutanoate.This product was used as precursor of the 1-ethoxycarbonyl-2(S)-hydroxypropyl radical and the diastereoselectivity of the addition of this intermediate to alkenes was studied.
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