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

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 ?-aminophosphonates. This is the first time asymmetric anion-binding catalysis has been applied to the synthesis of ?-aminophosphonates.

SUBMITTER: Ray Choudhury A

PROVIDER: S-EPMC5465551 | biostudies-literature | 2016 Dec

REPOSITORIES: biostudies-literature

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

Ray Choudhury Abhijnan A Mukherjee Santanu S

Chemical science 20160819 12

An enantioselective dearomatization of isoquinolines has been developed using chiral anion-binding catalysis. This transformation, catalyzed by a simple and easy to prepare <i>tert</i>-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. ...[more]

PMID: 28626550

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