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酰胺衍生物催化的[4+2]环加成反应的顺式-3,4-二氢香豆素的不对称合成。

Asymmetric Synthesis of cis-3,4-Dihydrocoumarins via [4 + 2] Cycloadditions Catalyzed by Amidine Derivatives.

机构信息

School of Pharmacy and Shanghai Key Laboratory of New Drug Design, East China University of Science and Technology , 130 Meilong Road, Shanghai 200237, China.

School of Chemistry, University of Birmingham , Edgbaston, Birmingham, West Midlands B15 2TT, United Kingdom.

出版信息

J Org Chem. 2017 May 19;82(10):5424-5432. doi: 10.1021/acs.joc.7b00367. Epub 2017 May 1.

DOI:10.1021/acs.joc.7b00367
PMID:28441490
Abstract

A highly efficient chiral amidine derivative-catalyzed tandem Michael addition/lactonization of carboxylic acids and o-quinone methides (o-QMs) has been developed that enables the asymmetric synthesis of cis-3,4-dihydrocoumarins bearing contiguous tertiary stereogenic centers in high yields with excellent stereoselectivities.

摘要

已开发出一种高效的手性脒衍生物催化的羧酸和邻醌甲醚（o-QM）的串联迈克尔加成/内酯化反应，可高收率、优异的立体选择性地不对称合成具有连续叔立体中心的顺式-3,4-二氢香豆素。

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