A practical improvement, enhancing the large-scale synthesis of (+)-discodermolide: A third-generation approach

被引：44

作者：

Smith, AB ^{[1
]}

Freeze, BS ^{[1
]}

Brouard, I ^{[1
]}

Hirose, T ^{[1
]}

机构：

[1] Univ Penn, Dept Chem, Philadelphia, PA 19104 USA

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 23期

关键词：

D O I：

10.1021/ol035697i

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A significant improvement to the Penn one-gram synthesis of (+)-discodermolide (1) has been achieved. Specifically, reduction of the steric bulk of the C(11) hydroxyl protecting group permits formation of the requisite AB Wittig salt at the expense of the undesired intramolecular cyclization upon treatment with PPh3 at ambient pressure.

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页码：4405 / 4408

页数：4

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