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Cationic‐Rhodium‐Catalyzed Kinetic Resolution of Allylic Alcohols through a Redox Isomerization Reaction in a Noncoordinating Solvent
Author(s) -
Ren Kai,
Zhang Lei,
Hu Bei,
Zhao Mengmeng,
Tu Yahui,
Xie Xiaomin,
Zhang Tony Y.,
Zhang Zhaoguo
Publication year - 2013
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.201300014
Subject(s) - allylic rearrangement , isomerization , cationic polymerization , rhodium , chemistry , catalysis , redox , solvent , kinetic resolution , photochemistry , organic chemistry , medicinal chemistry , enantioselective synthesis
On the [Rh]oad again: A series of optically pure allylic alcohols is obtained through the Rh/BINAP‐catalyzed redox isomerization of racemic allylic alcohols. An improved system involves the use of cationic rhodium and a noncoordinating solvent, in which aromatic and aliphatic allylic alcohols are effectively resolved with k f / k s ( k f =rate of fast reaction, k s =rate of slow reaction) values up to 24.