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通过阴离子结合催化实现异喹啉的对映选择性去芳构化反应以合成环状α-氨基膦酸酯。

Enantioselective dearomatization of isoquinolines by anion-binding catalysis en route to cyclic α-aminophosphonates.

作者信息

Ray Choudhury Abhijnan, Mukherjee Santanu

机构信息

Department of Organic Chemistry , Indian Institute of Science , Bangalore 560 012 , India . Email:

出版信息

Chem Sci. 2016 Dec 1;7(12):6940-6945. doi: 10.1039/c6sc02466a. Epub 2016 Aug 19.

DOI:10.1039/c6sc02466a
PMID:28626550
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5465551/
Abstract

An enantioselective dearomatization of isoquinolines has been developed using chiral anion-binding catalysis. This transformation, catalyzed by a simple and easy to prepare -leucine-based thiourea derivative, makes use of silyl phosphite as a nucleophile and generates cyclic α-aminophosphonates. This is the first time asymmetric anion-binding catalysis has been applied to the synthesis of α-aminophosphonates.

摘要

利用手性阴离子结合催化作用，已开发出异喹啉的对映选择性去芳构化反应。这种转化由一种简单且易于制备的基于亮氨酸的硫脲衍生物催化，利用亚磷酸硅酯作为亲核试剂，并生成环状α-氨基膦酸酯。这是首次将不对称阴离子结合催化应用于α-氨基膦酸酯的合成。

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