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Issue 12, 2016
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Enantioselective dearomatization of isoquinolines by anion-binding catalysis en route to cyclic α-aminophosphonates

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Abstract

An enantioselective dearomatization of isoquinolines has been developed using chiral anion-binding catalysis. This transformation, catalyzed by a simple and easy to prepare tert-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.

Graphical abstract: Enantioselective dearomatization of isoquinolines by anion-binding catalysis en route to cyclic α-aminophosphonates

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Article information


Submitted
04 Jun 2016
Accepted
18 Aug 2016
First published
19 Aug 2016

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2016,7, 6940-6945
Article type
Edge Article

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

A. Ray Choudhury and S. Mukherjee, Chem. Sci., 2016, 7, 6940
DOI: 10.1039/C6SC02466A

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