HIGHLY EFFICIENT CARBONYL ALLYLATION OF 1,3-DICARBONYL COMPOUNDS IN AQUEOUS-MEDIUM

被引:45
作者
LI, CJ
LU, YQ
机构
[1] Department of Chemistry, Tulane University, New Orleans
关键词
D O I
10.1016/0040-4039(95)00377-O
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Beta-keto esters undergo efficient carbonyl allylation reactions in aqueous medium through a Barbier-type reaction. The reaction is general and a variety of 1,3-dicarbonyl compounds have been alkylated successfully using allyl bromide or allyl chloride in conjunction with either tin or indium.
引用
收藏
页码:2721 / 2724
页数:4
相关论文
共 23 条
[1]   CECL3-MEDIATED ADDITION OF GRIGNARD-REAGENTS TO 1,3-DIKETONES [J].
BARTOLI, G ;
MARCANTONI, E ;
PETRINI, M .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1993, 32 (07) :1061-1062
[2]  
Caine D., 1979, CARBON CARBON BOND F
[3]   A CONCISE CHEMICAL SYNTHESIS OF (+)-3-DEOXY-D-GLYCERO-D-GALACTO-NONULOSONIC ACID (KDN) [J].
CHAN, TH ;
LI, CJ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (10) :747-748
[4]   SIMPLE ENOLS [J].
HART, H .
CHEMICAL REVIEWS, 1979, 79 (06) :515-528
[6]  
HOUSE HO, 1965, MODERN SYNTHETIC REA, P163
[7]  
Jones G., 2011, ORG REACT, P204, DOI DOI 10.1002/0471264180.OR015.02
[8]   TIN-MEDIATED AND INDIUM-MEDIATED ALLYLATION IN AQUEOUS-MEDIA - APPLICATION TO UNPROTECTED CARBOHYDRATES [J].
KIM, E ;
GORDON, DM ;
SCHMID, W ;
WHITESIDES, GM .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (20) :5500-5507
[9]   FLASH PHOTOLYTIC GENERATION AND STUDY OF REACTIVE SPECIES - FROM ENOLS TO YNOLS [J].
KRESGE, AJ .
ACCOUNTS OF CHEMICAL RESEARCH, 1990, 23 (02) :43-48
[10]   ORGANIC-REACTIONS IN AQUEOUS-MEDIA - WITH A FOCUS ON CARBON-CARBON BOND FORMATION [J].
LI, CJ .
CHEMICAL REVIEWS, 1993, 93 (06) :2023-2035