Stereoselective synthesis of thymine polyoxin C using an allylic trifluoroacetimidate-trifluoroacetamide rearrangement

被引：21

作者：

Chen, AQ ^{[1
]}

Thomas, EJ ^{[1
]}

Wilson, PD ^{[1
]}

机构：

[1] Univ Manchester, Dept Chem, Manchester M13 9PL, Lancs, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1999年 / 22期

关键词：

D O I：

10.1039/a905771d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A stereoselective synthesis of thymine polyoxin C 3 is described in which the key step is the [3,3] sigmatropic rearrangement of the trifluoroacetimidate 12 to the trifluoroacetamide 13. Exchange of the protecting groups followed by ozonolysis and further oxidation then gave the methyl ester 20 which was converted into thymine polyoxin C 3 by introduction of the pyrimidine followed by final deprotection.

引用

页码：3305 / 3310

页数：6

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