An expeditious synthesis of nocardiolactone

被引：11

作者：

Sun, YP ^{[1
]}

Wu, YK ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China

来源：

SYNLETT | 2005年 / 09期

关键词：

asymmetric synthesis; chiral auxiliaries; lactones; ring contractions; total synthesis;

D O I：

10.1055/s-2005-869832

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nocardiolactone was synthesized by using a Crimmins asymmetric aldolization followed by a DMAP-mediated removal of the auxiliary with concurrent protection of the carboxylic group as a benzyl ester, activation of the beta-hydroxyl group as a mesylate, hydrogenolysis of the benzyl ester, and a novel DBU-mediated lactonization that converted the syn-configuration to the trans one.

引用

页码：1477 / 1479

页数：3

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