S. Tsuboi, H. Furutani, A. Takeda
Feb 1, 1987
Citations
0
Influential Citations
7
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
Asymmetric reduction of ethyl 3-chloro-2-oxooctanoate with baker’s yeast gave ethyl 3-chloro-2-hydroxyoctanoate (3) [(2S,3R)/(2S,3S), 4:1] in 67% yield with >99% e.e. Chlorohydrin (2S,3R)-3 was converted to the titled compound in 34% total yield with 80% e.e. via the reduction, dehydrochlorination, and oxidation, successively. (2R,3R)2,3-Epoxyoctanal was also prepared from (2S,3S)-3 in 33% total yield with 94% e.e.