Synthesis of the apratoxin 2,4-disubstituted thiazoline via an intramolecular aza-Wittig reaction

被引：63

作者：

Chen, JH ^{[1
]}

Forsyth, CJ ^{[1
]}

机构：

[1] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 08期

关键词：

D O I：

10.1021/ol0342148

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In developing a synthetic entry to the thiazoline-containing domain of the apratoxin natural products, we converted vicinal azido-thiolesters into 2,4-disubstituted thiazolines via sequential one-pot Staudinger reduction/aza-Wittig reaction. This method of de novo thiazoline formation provides a mild and versatile process that is particularly well suited to acid-sensitive substrates.

引用

页码：1281 / 1283

页数：3

共 25 条

[1]

*AM CHEM SOC, 2002, 274 GEN ORG AM CHEM

[2]

*AM CHEM SOC, 2003, 208 ORG AM CHEM SOC

[3] THE THIAZOLINE RING AS A PROTECTIVE GROUP OF 2-AMINO-2-DEOXY-3-THIO-MANNOSE [J].