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Multistereogenic Phosphine Ligand‐promoted Palladium‐Catalyzed Allylic Alkylation of Cyanoesters
Author(s) -
Deng WenHui,
Ye Fei,
Bai XingFeng,
Zheng ZhanJiang,
Cui YuMing,
Xu LiWen
Publication year - 2015
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201402733
Subject(s) - tsuji–trost reaction , stereocenter , allylic rearrangement , palladium , ligand (biochemistry) , chemistry , phosphine , alkylation , catalysis , medicinal chemistry , enantioselective synthesis , stereochemistry , organic chemistry , receptor , biochemistry
A palladium‐catalyzed allylic alkylation of unsubstituted 2‐cyanoacetates using a 1,1′‐bi‐2‐naphthol‐derived multifunctional N,O,P ligand is reported. A number of chiral monosubstituted 2‐cyanoacetates with two adjacent stereogenic carbon centers are obtained in this Pd‐catalyzed asymmetric allylic alkylation reaction, in which the multistereogenic and multifunctional 1,1′‐bi‐2‐naphthol‐derived N,O,P ligand‐promoted Pd‐catalyzed asymmetric allylic alkylation reaction proceeds smoothly in high diastereo‐ and enantioselectivity (up to >99:1 dr and up to 96 % ee ).