Highly efficient addition of activated methylene compounds to alkenes catalyzed by gold and silver

被引:217
作者
Yao, XQ [1 ]
Li, CJ [1 ]
机构
[1] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
关键词
D O I
10.1021/ja0482637
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly efficient intermolecular addition of 1,3-diketones to alkenes catalyzed by AuCl3/AgOTf was developed. A mechanistic rationale for the reaction has been proposed via a α-C-H activation. Copyright © 2004 American Chemical Society.
引用
收藏
页码:6884 / 6885
页数:2
相关论文
共 41 条
[31]   GOLD(I)-CATALYZED ASYMMETRIC ALDOL REACTION OF N-METHOXY-N-METHYL-ALPHA-ISOCYANOACETAMIDE (ALPHA-ISOCYANO WEINREB AMIDE) - AN EFFICIENT SYNTHESIS OF OPTICALLY-ACTIVE BETA-HYDROXY-ALPHA-AMINO ALDEHYDES AND KETONES [J].
SAWAMURA, M ;
NAKAYAMA, Y ;
KATO, T ;
ITO, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (06) :1727-1732
[32]   THE ATOM ECONOMY - A SEARCH FOR SYNTHETIC EFFICIENCY [J].
TROST, BM .
SCIENCE, 1991, 254 (5037) :1471-1477
[33]   On inventing reactions for atom economy [J].
Trost, BM .
ACCOUNTS OF CHEMICAL RESEARCH, 2002, 35 (09) :695-705
[34]   ELABORATION OF CONJUGATED ALKENES INITIATED BY INSERTION INTO A VINYLIC C-H BOND [J].
TROST, BM ;
IMI, K ;
DAVIES, IW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (19) :5371-5372
[35]   ATOM ECONOMY - A CHALLENGE FOR ORGANIC-SYNTHESIS - HOMOGENEOUS CATALYSIS LEADS THE WAY [J].
TROST, BM .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (03) :259-281
[36]   Palladium(II)- and platinum(II)-catalyzed addition of stabilized carbon nucleophiles to ethylene and propylene [J].
Wang, X ;
Widenhoefer, RA .
CHEMICAL COMMUNICATIONS, 2004, (06) :660-661
[37]   Palladium-catalyzed intramolecular hydroalkylation of unactivated olefins with dialkyl ketones [J].
Wang, X ;
Pei, T ;
Han, XQ ;
Widenhoefer, RA .
ORGANIC LETTERS, 2003, 5 (15) :2699-2701
[38]   A highly efficient three-component coupling of aldehyde, alkyne, and amines via C-H activation catalyzed by gold in water [J].
Wei, CM ;
Li, CJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (32) :9584-9585
[39]   The first silver-catalyzed three-component coupling of aldehyde, alkyne, and amine [J].
Wei, CM ;
Li, ZG ;
Li, CJ .
ORGANIC LETTERS, 2003, 5 (23) :4473-4475
[40]   PALLADIUM-CATALYZED ADDITION OF ACTIVATED METHYLENE AND METHYNE COMPOUNDS TO ALLENES [J].
YAMAMOTO, Y ;
ALMASUM, M ;
ASAO, N .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (13) :6019-6020