APPROACH TO THE TOTAL SYNTHESIS OF CHLOROTHRICOLIDE - SYNTHESIS OF THE TOP HALF

被引：106

作者：

IRELAND, RE

THOMPSON, WJ

机构：

[1] Contribution No. 5904, Chemical Laboratories, California Institute of Technology, Pasadena

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 17期

关键词：

D O I：

10.1021/jo01331a017

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient synthesis of the top half of chlorothricolide (I) is described. The top half 1 was prepared in 14 steps from tartaric acid. The utility of 1 as a potential intermediate in the total synthesis of chlorothricolide was demonstrated by connection to bottom half models. The selective deprotection of the a-hydroxytetronic acid dimethyl ether, necessary for closure of the macrolactone, is also described. © 1979, American Chemical Society. All rights reserved. © 1979, American Chemical Society. All rights reserved.

引用

页码：3041 / 3052

页数：12

共 50 条

[1] THE SYNTHESIS OF ALICYCLIC COMPOUNDS RELATED TO THE STEROIDS [J].