A TOTAL SYNTHESIS OF TAXOL

被引：261

作者：

MASTERS, JJ ^{[1
]}

LINK, JT ^{[1
]}

SNYDER, LB ^{[1
]}

YOUNG, WB ^{[1
]}

DANISHEFSKY, SJ ^{[1
]}

机构：

[1] COLUMBIA UNIV,DEPT CHEM,NEW YORK,NY 10027

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1995年 / 34卷 / 16期

关键词：

BACCATIN III; HECK REACTIONS; TAXOL; TOTAL SYNTHESES;

D O I：

10.1002/anie.199517231

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The intramolecular Heck reaction of 1 to 2 is the cornerstone of this total synthesis of taxol (see conversion below). The route starts with the (S)‐Wieland Miescher ketone, and the oxetane ring is installed early in the synthesis. Elaboration to a CD ring fragment, addition of an A ring nucleophile, and further manipulations yield the appropriate starting material (1) for the Heck reaction. After this key step yielding 2, the synthesis of baccatin III (and thence taxol) concludes with the cleavage of the exo double bond at C‐10 and oxygenation at C‐9 and C‐13. (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany

引用

页码：1723 / 1726

页数：4

共 42 条

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