Michael Additions Involving Amino Acid Esters with Alkenyl N-Heterocycles

被引：5
|
作者：
Kennedy, Sean H. [1 ]
Klumpp, Douglas A. [1 ]
机构：
[1] Northern Illinois Univ, Dept Chem & Biochem, De Kalb, IL 60115 USA
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 19期
基金：
美国国家科学基金会;
关键词：
ANTI-MARKOVNIKOV HYDROAMINATION; GNRH RECEPTOR; POTENT; ANTIPROLIFERATION; ANTAGONISTS; DISCOVERY;
D O I：
10.1021/acs.joc.7b01724
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Michael addition has been achieved with a variety of amino acid esters and 2- or 4-vinylpyridine. Similar reactions were accomplished with an alkenyl-substituted pyrimidine, pyrazine, thiazole, quinoxaline, benzoxazole, and quinolone. In reactions at a prochiral center, modest diastereoselectivities were observed with the formation of the new stereogenic carbon. NMR experiments indicate that the addition reaction is reversible under acidic conditions.
引用
收藏
页码：10219 / 10225
页数：7
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