AN ASYMMETRIC-SYNTHESIS OF (-)-CARBOVIR

被引:76
作者
ASAMI, M
TAKAHASHI, J
INOUE, S
机构
[1] Department of Synthetic Chemistry, Faculty of Engineering, Yokohama National University, Hodogaya-ku, Yokohama, 240, Tokiwadai
关键词
D O I
10.1016/0957-4166(94)80072-3
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Enantioselective deprotonation of trans-4-t-butyldimethylsiloxymethyl-1,2-epoxycyclopentane (trans-4) by a chiral lithium amide, lithium (S)-2-(pyrrolidin-1-ylmethyl)pyrrolidide (1), afforded (1S,4S)-trans-4-t-butyldimethylsiloxymethyl-2-cyclopenten-1-ol (trans-7) in 83 %ee. Alcohol trans-7 was easily transformed to (-)-carbovir, an anti-HIV carbocyclic nucleoside.
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页码:1649 / 1652
页数:4
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