Differentiation of nonconventional "Carbanions"- The total synthesis of nemorosone and clusianone

被引：86

作者：

Tsukano, Chihiro

Siegel, Dionicio R.

Danishefsky, Samuel J.

机构：

[1] Mem Sloan Kettering Canc Ctr, Bioorgan Chem Lab, New York, NY 10021 USA

[2] Columbia Univ, Dept Chem, New York, NY 10027 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 46期

关键词：

carbanions; cyclization; natural products; total synthesis; GARSUBELLIN-A; POLYISOPRENYLATED BENZOPHENONES; VINYL CARBANIONS; ORGANIC HALIDES; DERIVATIVES; LITHIATION; (+/-)-CLUSIANONE; BRIDGEHEAD; CORE;

D O I：

10.1002/anie.200703886

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) An unconventional approach: The total syntheses of nemorosone (1) and clusianone (2) have been achieved in a direct fashion through the generation and exploitation of nonconventional anions arising from a common intermediate (3, see scheme). The key skeleton-building stages are allylative de-aromatization and iodinative cyclization. These acylphloroglucinol natural products display promising cytotoxic and anti-HIV activity, respectively. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：8840 / 8844

页数：5

共 27 条

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