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Enantioselective Palladium‐Catalyzed Allylic Substitution of Sodium Benzotriazolide
Author(s) -
Liu Wei,
Zhang Dazhi,
Zheng Shengcai,
Yue Yinshuang,
Liu Dongge,
Zhao Xiaoming
Publication year - 2011
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201100879
Subject(s) - allylic rearrangement , enantioselective synthesis , chemistry , palladium , catalysis , substitution reaction , benzotriazole , organic chemistry , stereochemistry , medicinal chemistry , combinatorial chemistry
Abstract Chiral allylic benzotriazole‐containing regioisomers 4 and 5 were synthesized by enantioselective palladium‐catalyzed allylation of sodium benzotriazolide with a range of allylic carbonates in 50–89 % yields, regioselectivities of 2.2:1 to 1:3.4, and ee values of up to 95 %.