A NOVEL INTRAMOLECULAR HECK REACTION - SYNTHESIS OF A CHOLESTEROL BACCATIN-III HYBRID

被引:32
作者
MASTERS, JJ [1 ]
JUNG, DK [1 ]
DANISHEFSKY, SJ [1 ]
SNYDER, LB [1 ]
PARK, TK [1 ]
ISAACS, RCA [1 ]
ALAIMO, CA [1 ]
YOUNG, WB [1 ]
机构
[1] COLUMBIA UNIV,DEPT CHEM,NEW YORK,NY 10027
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1995年 / 34卷 / 04期
关键词
BACCATIN III; HECK REACTIONS; NATURAL PRODUCTS SYNTHESIS; TAXOL;
D O I
10.1002/anie.199504521
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Despite strong repulsion between the methyl groups, the intramolecular Heck reaction of cyclohexenyl trifluoromethanesulfonate 1, available from 5‐α‐cholestan‐3‐one, proceeds in 50% yield. The product of the Heck reaction can be converted in a few subsequent steps into the cholesterol‐baccatin III hybrid 2. (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
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页码:452 / 455
页数:4
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