SYNTHESIS OF (-)-NEPLANOCIN A FROM (R,R)-TARTARIC ACID

被引:44
作者
BESTMANN, HJ
ROTH, D
机构
[1] Institut Für Organische Chemie, Universität Erlangen-Nürnberg, Erlangen, D-8520
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1990年 / 29卷 / 01期
关键词
D O I
10.1002/anie.199000991
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of the carbocyclic nuclcoside analogue 1 from (R,R)‐tartaric acid involves eleven steps via intermediary formation of the cyclopentenone 2. Since organolithium compounds other than LiGH2OCH2OCH3 can also be added to 2, any desirable 3‐substituted derivatives of 1 are, in principle, accessible in this way. (−)‐Neplanocin A is of special importance since it exhibits both antiviral as well as antitumor activity. (Figure Presented.) Copyright © 1990 by VCH Verlagsgesellschaft mbH, Germany
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页码:99 / 100
页数:2
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