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Iridium‐Catalyzed Enantioselective Hydroalkynylation of Enamides for the Synthesis of Homopropargyl Amides
Author(s) -
Bai XiaoYan,
Wang ZiXuan,
Li BiJie
Publication year - 2016
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201601792
Subject(s) - iridium , stereocenter , enantioselective synthesis , amide , phosphine , combinatorial chemistry , catalysis , chemistry , ligand (biochemistry) , stereochemistry , organic chemistry , receptor , biochemistry
Reported is an iridium‐catalyzed asymmetric hydroalkynylation of enamides with terminal alkynes. The reaction occurs regioselectively at the β‐position of an enamide to produce homopropargyl amides. Good to high enantioselectivity was observed with an iridium complex ligated by a chiral bis(phosphine) ligand. This method provides a straightforward route to synthesize chiral homopropargyl amides with a stereocenter β to the amide.