TOTAL SYNTHESIS OF TAXOL .2. CONSTRUCTION OF A-RING AND C-RING INTERMEDIATES AND INITIAL ATTEMPTS TO CONSTRUCT THE ABC RING-SYSTEM

被引：242

作者：

NICOLAOU, KC ^{[1
]}

LIU, JJ ^{[1
]}

YANG, Z ^{[1
]}

UENO, H ^{[1
]}

SORENSEN, EJ ^{[1
]}

CLAIBORNE, CF ^{[1
]}

GUY, RK ^{[1
]}

HWANG, CK ^{[1
]}

NAKADA, M ^{[1
]}

NANTERMET, PG ^{[1
]}

机构：

[1] UNIV CALIF SAN DIEGO, DEPT BIOCHEM & CHEM, LA JOLLA, CA 92093 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1995年 / 117卷 / 02期

关键词：

D O I：

10.1021/ja00107a007

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A method for the formation of Taxol's ABC ring system has been developed. General methods for the synthesis of versatile synthons for Taxol's A ring (8) and C ring (55) are presented. A model study using a simplified C ring synthon (17) confirmed the viability of the sequential Shapiro-McMurry strategy for formation of Taxol's B ring. Careful exploration of the chemistry of various A-B ring conjugates allowed the development of a successful method for formation of the B ring in a more functionalized system.

引用

页码：634 / 644

页数：11

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