TRANSITION-METAL-CATALYZED DIMERIZATION OF ALLENYL KETONES

被引:154
作者
HASHMI, ASK
机构
[1] Institut für Organische Chemie der Freien Universität, Berlin, D-14195
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1995年 / 34卷 / 15期
关键词
ALLENES; FURANS; PALLADIUM COMPOUNDS;
D O I
10.1002/anie.199515811
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Astounding regioselectivity and good yields of the 2,4‐disubstituted furans 2 are obtained by the Pd‐catalyzed cycloisomerization/dimerization of readily accessible terminal allenyl ketones 1 (R = alkyl, aryl). Compounds 2 are formed exclusively with an (E)‐configurated trisubstituted double bond at C4. Remarkably, the allenyl ketones 1 with R = α‐haloalkyl and iodoaryl react smoothly to give 2. (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
引用
收藏
页码:1581 / 1583
页数:3
相关论文
共 34 条
[31]   INTRAMOLECULAR ENYNE METATHESIS REACTION - ROUTE TO BRIDGED BICYCLES WITH BRIDGEHEAD OLEFINS [J].
TROST, BM ;
TROST, MK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (05) :1850-1852
[32]   PALLADIUM-CATALYZED CYCLOISOMERIZATIONS OF ENYNES AND RELATED REACTIONS [J].
TROST, BM .
ACCOUNTS OF CHEMICAL RESEARCH, 1990, 23 (02) :34-42
[33]  
WILKE G, 1975, ORGANIC CHEM NICKEL
[34]   3,4-DISUBSTITUTED FURANS .3. LITHIATION OF 3,4-BIS(TRI-N-BUTYLSTANNYL)FURAN - REGIOSPECIFIC SYNTHESIS OF UNSYMMETRICAL 3,4-DISUBSTITUTED FURANS [J].
YANG, Y ;
WONG, HNC .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (23) :1723-1725