First asymmetric total synthesis of (-)-(R)- and (+)-(S)-geibalansine

被引：16

作者：

Morel, AF ^{[1
]}

Larghi, EL ^{[1
]}

机构：

[1] Univ Fed Santa Maria, Lab 2122B, BR-97119900 Santa Maria, RS, Brazil

来源：

TETRAHEDRON-ASYMMETRY | 2004年 / 15卷 / 01期

关键词：

D O I：

10.1016/j.tetasy.2003.09.052

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Treatment of prochiral chromenoquinoline 2 with (R,R)- and (S, S)-(1,4-di-tert-butyl-salicilydene)-diaininocycloilexane (manganese 111) chloride, and buffered house bleach (pH - 11) gave the epoxide 3 with 90-95% yield and ee >93% (estimated by polarimetry). The epoxides were opened with H-2 Pd/C 10% affording geibalansine 1 in 75% yield and ee 94-98%, determined by HPLC analysis. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：9 / 10

页数：2

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