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

页码：10219 / 10225

页数：7

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