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Palladium–( S , p R )‐FerroNPS‐Catalyzed Asymmetric Allylic Etherification: Electronic Effect of Nonconjugated Substituents on Benzylic Alcohols on Enantioselectivity
Author(s) -
Lam Fuk Loi,
AuYeung Terry TinLok,
Kwong Fuk Yee,
Zhou Zhongyuan,
Wong Kwok Yin,
Chan Albert S. C.
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.200703955
Subject(s) - allylic rearrangement , palladium , ferrocene , chemistry , enantioselective synthesis , catalysis , medicinal chemistry , stereochemistry , organic chemistry , combinatorial chemistry , electrochemistry , electrode
An enantioselective CO bond‐forming reaction proceeds well under palladium catalysis with newly developed N–P,S ligands with a ferrocene motif (see scheme). Nonconjugated substituents on the benzylic alcohol substrate lead to an increase in enantioselectivity with increasing electron‐donating ability in the title reaction with racemic 1,3‐diphenyl‐2‐propenyl acetate. Cy = cyclohexyl.