Enzymatic desymmetrization of a meso polyol corresponding to the C(19)-C(27) segment of rifamycin S

被引:14
作者
Chênevert, R [1 ]
Rose, YS [1 ]
机构
[1] Univ Laval, Fac Sci & Genie, Dept Chim, Quebec City, PQ G1K 7P4, Canada
关键词
D O I
10.1021/jo991437w
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The stereoselective acylation of meso polyol 2 by vinyl acetate (solvent and acyl donor) in the presence of porcine pancreas lipase gave the corresponding monoester 5 in good yield (76%) and high enantiomeric purity (ee > 98%). The enzymatic reaction was also highly regioselective for a primary alcohol end group, and the two unprotected secondary alcohols were not involved. Compound 5 corresponds to the C(19)-C(27) fragment of rifamycin S.
引用
收藏
页码:1707 / 1709
页数:3
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