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Enantioselective synthesis of N-benzylic heterocycles: a nickel and photoredox dual catalysis approach

Pezzetta, Cristofer, Bonifazi, Davide and Davidson, Robert W. M. 2019. Enantioselective synthesis of N-benzylic heterocycles: a nickel and photoredox dual catalysis approach. Organic Letters 21 (22) , pp. 8957-8961. 10.1021/acs.orglett.9b03338

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Abstract

Reported herein is a dual nickel- and photoredox-catalyzed modular approach for the preparation of enantioenriched N-benzylic heterocycles. α-Heterocyclic carboxylic acids, easily obtainable from common commercial material, are reported as suitable substrates for a decarboxylative strategy in conjunction with a chiral pyridine–oxazoline (PyOx) ligand, providing quick access to enantioenriched drug-like products. The presence of a directing group on the heterocyclic moiety is shown to be beneficial, affording improved stereoselectivity in a number of cases.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Publisher: American Chemical Society
ISSN: 1523-7060
Date of First Compliant Deposit: 5 November 2019
Date of Acceptance: 21 October 2019
Last Modified: 24 Oct 2020 02:05
URI: http://orca.cf.ac.uk/id/eprint/126591

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