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Catalytic Asymmetric Allylation of 3‐Aryloxindoles by Merging Palladium Catalysis and Asymmetric H‐Bonding Catalysis
Author(s) -
Boucherif Amina,
Duan ShuWen,
Yuan ZhiGuang,
Lu LiangQiu,
Xiao WenJing
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201501155
Subject(s) - chemistry , catalysis , tsuji–trost reaction , palladium , synergistic catalysis , enantioselective synthesis , yield (engineering) , allylic rearrangement , alkylation , combinatorial chemistry , organic chemistry , materials science , metallurgy
A catalytic asymmetric allylic alkylation reaction of 3‐aryloxindoles was accomplished via a dual catalysis merging palladium catalysis and asymmetric H‐bonding catalysis for the first time. Using this approach, allylated oxindoles bearing chiral all‐carbon quaternary centers were produced in high yields with good enantioselectivities (up to 92 % yield and 96:4 er ).