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Palladium‐Catalyzed Enantioselective Redox‐Relay Heck Alkynylation of Alkenols To Access Propargylic Stereocenters
Author(s) -
Chen ZhiMin,
Nervig Christine S.,
DeLuca Ryan J.,
Sigman Matthew S.
Publication year - 2017
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.201703089
Subject(s) - stereocenter , enantioselective synthesis , oxazoline , alkynylation , heck reaction , chemistry , palladium , allylic rearrangement , combinatorial chemistry , ligand (biochemistry) , redox , stereochemistry , catalysis , organic chemistry , receptor , biochemistry
An enantioselective redox‐relay Heck alkynylation of di‐ and trisubstituted alkenols to construct propargylic stereocenters is disclosed using a new pyridine oxazoline ligand. This strategy allows direct access to chiral β‐alkynyl carbonyl compounds employing allylic alcohol substrates in contrast to more traditional conjugate addition methods.