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Change of Direction: Enantioselective CuH‐Catalyzed 1,2‐Reduction of α,β‐Unsaturated Ketones
Author(s) -
Malkov Andrei V.
Publication year - 2010
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.201004701
Subject(s) - enantioselective synthesis , steric effects , regioselectivity , catalysis , substrate (aquarium) , ligand (biochemistry) , chemistry , reduction (mathematics) , stereochemistry , medicinal chemistry , organic chemistry , receptor , mathematics , biochemistry , oceanography , geology , geometry
Follow diversion : α Substitution in the substrate along with the finely tuned steric and electronic properties of the chiral ligand lead to a complete switch in the regioselectivity of CuH‐catalyzed hydrosilylations of unsaturated ketones from the natural 1,4‐ to a less common 1,2‐reaction manifold, as shown by Lipshutz and co‐workers (see scheme, DEMS=diethoxymethylsilane).