An Aldol-Based Synthesis of (+)-Peloruside A, A Potent Microtubule Stabilizing Agent

被引：49

作者：

Evans, David A. ^{[1
]}

Welch, Dennie S. ^{[1
]}

Speed, Alexander W. H. ^{[1
]}

Moniz, George A. ^{[1
]}

Reichelt, Andreas ^{[1
]}

Ho, Stephen ^{[1
]}

机构：

[1] Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 11期

关键词：

PELORUSIDE-A; 1,5-ASYMMETRIC INDUCTION; ADDITION-REACTIONS; REDUCTION; FRAGMENT; KETONES; ALKOXY;

D O I：

10.1021/ja900020a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A convergent synthesis of the marine natural product (+)-peloruside has been reported. This target has been assembled through the successive application of two methyl, ketone boron aldol addition reactions to the latent C(7)-C(11)-dialdehyde synthon. This approach afforded a 22-step synthesis of this natural product. The influence of resident stereocenters on aldol reaction diastereoselection has been examined in detail.

引用

页码：3840 / +

页数：3

共 17 条

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