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Michael Additions Involving Amino Acid Esters with Alkenyl N-Heterocycles
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2017-09-18 00:00:00 , DOI: 10.1021/acs.joc.7b01724
Sean H. Kennedy 1 , Douglas A. Klumpp 1
Affiliation  

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.

中文翻译:

迈克尔加成涉及氨基酸酯与烯基N-杂环

用多种氨基酸酯和2-或4-乙烯基吡啶可实现迈克尔加成。用烯基取代的嘧啶,吡嗪,噻唑,喹喔啉,苯并恶唑和喹诺酮可以完成类似的反应。在前手性中心的反应中,观察到适度的非对映选择性,并形成了新的立体异构碳。NMR实验表明加成反应在酸性条件下是可逆的。
更新日期:2017-09-18
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