Enantioselective synthesis of the complex rocaglate (-)-silvestrol

被引：93

作者：

Gerard, Baudouin

Cencic, Regina

Pelletier, Jerry

Porco, John A., Jr.

机构：

[1] Boston Univ, Dept Chem, Ctr Chem Methodol, Boston, MA 02215 USA

[2] Boston Univ, Dept Chem, Lib Dept, Boston, MA 02215 USA

[3] McGill Univ, Dept Biochem, Montreal, PQ H3G 1Y6, Canada

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 41期

关键词：

antitumor agents; cycloaddition; natural products; photochemistry; total synthesis;

D O I：

10.1002/anie.200702707

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The total synthesis of the natural product (-)-silvestrol (1) has been accomplished and features enantioselective [3+2] photocycloaddition of a substituted 3-hydroxyflavone and methyl cinnamate promoted by a chiral Brønsted acid. Initial biological studies indicate a 5-10-fold greater activity of silvestrol as an inhibitor of protein synthesis in HeLa cells than its 1″″ diastereomer. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：7831 / 7834

页数：4

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