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A Polymer‐Supported Chiral Fluorinated Dirhodium(II) Complex for Asymmetric Amination of Silyl Enol Ethers
Author(s) -
Oohara Tadashi,
Nambu Hisanori,
Anada Masahiro,
Takeda Koji,
Hashimoto Shunichi
Publication year - 2012
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.201200219
Subject(s) - chemistry , amination , silylation , enol , copolymer , styrene , catalysis , polymer , monomer , polymer chemistry , linker , organic chemistry , medicinal chemistry , computer science , operating system
The immobilization of dirhodium(II) tetrakis[ N ‐tetrafluorophthaloyl‐( S )‐ tert ‐leucinate], [Rh 2 ( S ‐TFPTTL) 4 ], has been accomplished by copolymerization of a dirhodium(II) complex‐containing monomer with styrene and 1,6‐bis(4‐vinylbenzyloxy)hexane as a flexible cross‐linker. The polymer‐supported chiral fluorinated dirhodium(II) complex catalyzed the amination of silyl enol ethers with [ N ‐(2‐nitrophenylsulfonyl)imino]phenyliodinane (NsNIPh) to provide α‐amino ketones in high yields with high levels of enantioselectivity and could be used up to 20 times as the catalyst readily withstood stirring in the presence of the solid reactant.