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Construction of Quaternary Stereocenters by Nickel‐Catalyzed Heck Cyclization Reactions
Author(s) -
Desrosiers JeanNicolas,
Hie Liana,
Biswas Soumik,
Zatolochnaya Olga V.,
Rodriguez Sonia,
Lee Heewon,
Grinberg Nelu,
Haddad Nizar,
Yee Nathan K.,
Garg Neil K.,
Senanayake Chris H.
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.201606955
Subject(s) - stereocenter , nickel , catalysis , combinatorial chemistry , heck reaction , chemistry , scope (computer science) , molecule , palladium , enantioselective synthesis , organic chemistry , computer science , programming language
A nickel‐catalyzed Heck cyclization for the construction of quaternary stereocenters is reported. This transformation is demonstrated in the synthesis of 3,3‐disubstituted oxindoles, which are prevalent motifs seen in numerous biologically active molecules. The method shows broad scope, proceeds in synthetically useful yields, and provides a rare means to construct stereochemically complex frameworks by nonprecious‐metal catalysis.