A Concise Total Synthesis of (-)-Quinocarcin via Aryne Annulation

被引：91

作者：

Allan, Kevin M. ^{[1
]}

Stoltz, Brian M. ^{[1
]}

机构：

[1] CALTECH, Div Chem & Chem Engn, Pasadena, CA 91125 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 51期

关键词：

D O I：

10.1021/ja808112y

中图分类号：

O6 [化学];

学科分类号：

0703 [化学];

摘要：

Described in this report is a rapid asymmetric total synthesis of the tetra hydroisoquinoline antitumor antibiotic (-)-quinocarcin. The sequence employs a mild fluoride-induced aryne annulation developed in our laboratories to build a key isoquinoline-containing intermediate comprising the entire carbon scaffold of the natural product. This intermediate is advanced through six additional steps to the target alkaloid, providing the shortest synthetic route to (-)-quinocarcin reported to date.

引用

页码：17270 / +

页数：3

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