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Palladium‐Catalyzed Enantioselective Oxidation of Chiral Secondary Alcohols: Access to Both Enantiomeric Series
Author(s) -
Ebner David C.,
Trend Raissa M.,
Genet Cédric,
McGrath Matthew J.,
O'Brien Peter,
Stoltz Brian M.
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200801865
Subject(s) - kinetic resolution , enantiomer , enantioselective synthesis , catalysis , palladium , chemistry , selectivity , alcohol oxidation , diamine , combinatorial chemistry , enantiomeric excess , organic chemistry
Rapid resolution : A new catalyst system for the oxidative kinetic resolution of secondary alcohols leads to dramatic rate increases. This system allows the use of a diamine to provide access to either enantiomer of a range of alcohols with good selectivity factors (see scheme). This method has been applied to the formal total synthesis of (−)‐amurensinine.