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

引用

页码：99 / 100

页数：2

共 23 条

[21] SYNTHESIS OF NUCLEOSIDES BY DIRECT REPLACEMENT OF ANOMERIC HYDROXY-GROUP [J].

SZAREK, WA ;

DEPEW, C ;

JARRELL, HC ;

JONES, JKN .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1975, (15) :648-649

[22] AN IMPROVED METHOD OF SYNTHESIS OF NEPLANOCIN AND RELATED CYCLOPENTENYL-CONTAINING NUCLEOSIDES [J].

TSENG, CKH ;

MARQUEZ, VE .

TETRAHEDRON LETTERS, 1985, 26 (31) :3669-3672

[23] STUDIES ON NEPLANOCIN-A, NEW ANTI-TUMOR ANTIBIOTIC .1. PRODUCING ORGANISM, ISOLATION AND CHARACTERIZATION [J].

YAGINUMA, S ;

MUTO, N ;

TSUJINO, M ;

SUDATE, Y ;

HAYASHI, M ;

OTANI, M .

JOURNAL OF ANTIBIOTICS, 1981, 34 (04) :359-366

← 1 2 3 →