Formal total synthesis of nikkomycin B based on a lipase-catalysed hydrolysis of an acetate possessing two stereogenic centers

被引:18
作者
Akita, H [1 ]
Chen, CY [1 ]
Kato, K [1 ]
机构
[1] Toho Univ, Sch Pharmaceut Sci, Funabashi, Chiba 2748510, Japan
关键词
D O I
10.1016/S0040-4020(98)00647-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A stereoselective synthesis of the versatile chiral synthon possessing two stereogenic centers, (2S,3S)-11 (>99% ee) was achieved by using chemo-enzymatic method The conversion of (2S,3S)-11 into the homochiral intermediates (2S,3S,4S)-25 and (2S,3S,4S)-27 corresponding to the N-terminal amino acid moiety of nikkomycin B (1) and their application to the formal total synthesis of nikkomycin B (1) are described. (C) 1998 Elsevier Science Ltd. All rights reserved.
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页码:11011 / 11026
页数:16
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