Palladium‐Catalyzed Enantioselective Redox‐Relay Heck Alkynylation of Alkenols To Access Propargylic Stereocenters | Zendy

Chen ZhiMin | Zendy; Nervig Christine S. | Zendy; DeLuca Ryan J. | Zendy; Sigman Matthew S. | Zendy

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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.

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