Enol esters:: Versatile substrates for Mannich-Type multicomponent reactions

被引：62
|
作者：
Isambert, Nicolas
Cruz, Montse
Jose Arevalo, Maria
Gomez, Elena
Lavilla, Rodolfo
机构：
[1] Inst Res Biomed, Barcelona Sci Pk, E-08028 Barcelona, Spain
[2] Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain
来源：
ORGANIC LETTERS | 2007年 / 9卷 / 21期
关键词：
D O I：
10.1021/ol701717z
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The interaction of cyclic enol esters with diversely substituted anilines and ethyl glyoxalate yields, under Sc(OTf)(3) catalysis, disubstituted N-aryl lactams in a multicomponent reaction. The protocol allows access to the trans stereoisomers after an epimerization of the initial mixture in which the cis isomers predominate. Vinyl acetate yields quinoline derivatives, whereas isopropenyl acetate leads to the corresponding Mannich adducts.
引用
收藏
页码：4199 / 4202
页数：4
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