Bulletin of the Chemical Society of Japan p. 1456 - 1460 (1993)
Update date:2022-08-17
Topics:
Yamano, Toru
Tokuyama, Shinji
Aoki, Isao
Nishiguchi, Yumiko
Nakahama, Kazuo
Takanohashi, Kunio
The enzyme-catalyzed kinetic resolution of (+/-)-(3aα,4α,6aα)-4-acetoxy-1,3-dibenzyl-3a,4,6,6a-tetrahydro-1H-thieno<3,4-d>imidazol-2(3H)-one <(RS)-(3a)> was examined.Lipase B from Pseudomonas fragi and rabbit liver esterase gave (-)-<3aR(3aα,4α,6aα)>-1,3-dibenzyl-3a,4,6,6a-tetrahydro-4-hydroxy-1H-thieno<3,4-d>imidazol-2(3H)-one <(R)-(2)>, while Streptomyces rochei var. volubilis gave the alcohol (S)-(2), which is a key intermediate in the synthesis of d-biotin, with high enantioselectivity.
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