Synthesis of Enantiomerically Pure 3-Amino-2-methylenealkanoates (Aza-Morita-Baylis-Hillman Adducts) Mediated by Cinchona Alkaloids

被引：12
|
作者：
Martelli, Gianluca [1 ]
Orena, Mario [1 ]
Rinaldi, Samuele [1 ]
机构：
[1] Polytech Univ Marche, Di SVA CHEM, I-60131 Ancona, Italy
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 2011卷 / 35期
关键词：
Synthetic methods; Amino esters-; Nucleophilic substitution; Enantio-selectivity; ACID-DERIVATIVES; ALKANOATES; ANALOGS; ALANINE;
D O I：
10.1002/ejoc.201101244
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
3-Substituted (Z)-2-(bromomethyl)propenoates reacted with (S)-1-(4-methoxyphenyl)ethylamine in the presence of astoichiometric amount of quinidine to yield (R)-3-[(tert-butoxycarbonyl)amino]-2-methylenealkanoates (aza-MoritaBaylisHillman adducts) in enantiomerically pure form.
引用
收藏
页码：7199 / 7206
页数：8
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