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Enantioselective Aza‐Morita–Baylis–Hillman Reactions of Acrylonitrile Catalyzed by Palladium(II) Pincer Complexes having C 2 ‐Symmetric Chiral Bis(imidazoline) Ligands
Author(s) -
Hyodo Kengo,
Nakamura Shuichi,
Shibata Norio
Publication year - 2012
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.201204891
Subject(s) - acrylonitrile , enantioselective synthesis , chemistry , catalysis , palladium , methylene , pincer movement , combinatorial chemistry , baylis–hillman reaction , organic chemistry , polymer , copolymer
Simple and efficient : The first highly enantioselective aza‐Morita–Baylis–Hillman reaction between acrylonitrile and imines has been developed. Excellent yields and enantioselectivities were observed for the reaction of various imines using chiral phebim/Pd II complexes ( 1 ; see scheme). This process offers a simple and efficient route for the synthesis of functionalized α‐methylene‐β‐aminonitriles and their derivatives.