Total synthesis and stereochemical assignment of the salicylate antitumor macrolide lobatamide C

被引：103

作者：

Shen, RC

Lin, CT

Porco, JA

机构：

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

[2] Boston Univ, Metcalf Ctr Sci & Engn, Ctr Streamlined Synth, Boston, MA 02215 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2002年 / 124卷 / 20期

关键词：

D O I：

10.1021/ja026025a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The total synthesis and stereochemical assignment of the potent antitumor macrolide lobatamide C is reported. The synthesis involves Cu(I)-mediated enamide formation and Na2CO3-mediated esterification of a β-hydroxy acid and a salicylate cyanomethyl ester. Macrolactonization was accomplished using a Mitsunobu protocol. The stereochemical assignment of lobatamide C was achieved by Mosher ester analysis and comparison with prepared stereoisomers. Copyright © 2002 American Chemical Society.

引用

页码：5650 / 5651

页数：2

共 31 条

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