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Cobalt-Catalyzed Enantio- and Diastereoselective Intramolecular Hydroacylation of Trisubstituted Alkenes

Research paper by Dr. Junfeng Yang, Dr. Alice Rérat, Yang Jie Lim, Dr. Corinne Gosmini, Prof. Naohiko Yoshikai

Indexed on: 25 Jan '17Published on: 24 Jan '17Published in: Angewandte Chemie International Edition



Abstract

Enantio- and diastereoselective synthesis of trans-2,3-disubstituted indanones is achieved by intramolecular hydroacylation of 2-alkenylbenzaldehydes bearing trisubstituted alkenyl groups under cobalt-chiral diphosphine catalysis. Notably, a high level of enantioselectivity is induced regardless of the stereochemistry (E/Z ratio) of the alkenyl group of the starting material. Deuterium-labeling experiments shed light on the productive reaction pathways of the E- and Z-isomers.