A short enantioselective pathway for the synthesis of the anti-influenza neuramidase inhibitor Oseltamivir from 1,3-butadiene and acrylic acid

被引：221

作者：

Yeung, Ying-Yeung ^{[1
]}

Hong, Sungwoo ^{[1
]}

Corey, E. J. ^{[1
]}

机构：

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

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 19期

关键词：

D O I：

10.1021/ja0616433

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A short synthetic pathway has been developed for the synthesis of oseltamivir (1) or the enantiomer (ent-1). The intermediates and conditions for this process are summarized in Scheme 1. The synthesis provides a number of advantages: (1) use of inexpensive and abundant starting materials; (2) complete enantio-, regio-, and diastereocontrol; (3) avoidance of explosive, azide-type intermediates; (4) good overall yield (ca. 30%, still not completely optimized); and (5) scalability. Copyright © 2006 American Chemical Society.

引用

页码：6310 / 6311

页数：2

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