Enantioselective Synthesis of -Benzylic Heterocycles: A Nickel and Photoredox Dual Catalysis Approach.

Org Lett

Dr. Reddy's Laboratories (EU) , 410 Science Park, Milton Road , Cambridge CB4 0PE , United Kingdom.

Published: November 2019

Reported herein is a dual nickel- and photoredox-catalyzed modular approach for the preparation of enantioenriched -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.

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http://dx.doi.org/10.1021/acs.orglett.9b03338DOI Listing

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