Stereoselective synthesis of pamamycin-607

被引：68

作者：

Jeong, EJ ^{[1
]}

Kang, EJ ^{[1
]}

Sung, LT ^{[1
]}

Hong, SK ^{[1
]}

Lee, E ^{[1
]}

机构：

[1] Seoul Natl Univ, Sch Chem & Mol Engn, Seoul 151747, South Korea

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2002年 / 124卷 / 49期

关键词：

D O I：

10.1021/ja0279646

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A macrodiolide antibiotic pamamycin-607 was synthesized by joining two hydroxy acid components. Three cis-2, 5-disubstituted tetrahydrofuran rings in the molecule were stereoselectively prepared by radical cyclization reactions of beta-alkoxyvinyl ketone intermediates and a beta-alkoxymethacrylate substrate. The key step of the synthesis is characterized by the predominant threo product formation in the radical cyclization reaction of a beta-alkoxymethacrylate intermediate.

引用

页码：14655 / 14662

页数：8

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