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通过脱羧迈克尔反应对含有 α,α-二取代 α-氨基酸部分的色满酮的对映选择性合成。

Enantioselective Synthesis of Chromanones Bearing an α,α-Disubstituted α-Amino Acid Moiety via Decarboxylative Michael Reaction.

机构信息

Institute of Organic Chemistry, Faculty of Chemistry, Lodz University of Technology, Żeromskiego 116, 90-924 Łódź, Poland.

Institute of General and Ecological Chemistry, Faculty of Chemistry, Lodz University of Technology, Żeromskiego 116, 90-924 Łódź, Poland.

出版信息

Molecules. 2019 Jul 15;24(14):2565. doi: 10.3390/molecules24142565.

Abstract

In this manuscript, a novel, decarboxylative Michael reaction between α-substituted azlactones and chromone-3-carboxylic acids is described. The reaction proceeds in a sequence Michael addition followed by decarboxylative deprotonation, and it results in the formation of chromanones bearing an azlactone structural unit. The possibility of transforming an azlactone moiety into a protected α,α-disubstituted α-amino acid derivative is also demonstrated.

摘要

在本文稿中,描述了一种新颖的α-取代氮杂环丁酮与色酮-3-羧酸之间的脱羧迈克尔加成反应。该反应经历迈克尔加成随后脱羧去质子化的顺序,生成带有氮杂环丁酮结构单元的色满酮。还证明了将氮杂环丁酮部分转化为保护的α,α-二取代α-氨基酸衍生物的可能性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/092b/6681191/bf7a6ab233bc/molecules-24-02565-sch001.jpg

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