Premium
Effective Chiral Ferrocenyl Phosphine‐Thioether Ligands in Enantioselective Palladium‐Catalyzed Allylic Alkylations
Author(s) -
Cheung Hong Yee,
Yu WingYiu,
AuYeung Terry T. L.,
Zhou Zhongyuan,
Chan Albert S. C.
Publication year - 2009
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.200900086
Subject(s) - thioether , chemistry , phosphine , enantioselective synthesis , palladium , tsuji–trost reaction , allylic rearrangement , ferrocene , catalysis , medicinal chemistry , organic chemistry , stereochemistry , combinatorial chemistry , electrochemistry , electrode
Chiral ferrocene‐derived phosphine‐thioether mixed donor ligands supported by heterocycles effected the palladium‐catalyzed enantioselective allylic alkylations with excellent yields and enantioselectivities (up to 96% ee ). With cyclic and unsymmetrical allylic acetates as substrate, the corresponding alkylated products with enantioselectivities up to 87% ee were obtained. Based on X‐ray crystallographic and NMR studies, the origin of the observed enantioselectivities is discussed.