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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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Publication details

The article was received on 04 Jun 2016, accepted on 18 Aug 2016 and first published on 19 Aug 2016


Article type: Edge Article
DOI: 10.1039/C6SC02466A
Citation: Chem. Sci., 2016,7, 6940-6945
  • Open access: Creative Commons BY-NC license
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    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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