Enantioselective and catalytic method for alpha-crotylation of aldehydes with a kinetic self-refinement of stereochemistry.
Kinetic refinery: A practical, highly stereoselective, two-step catalytic protocol for the alpha-allylation of aldehydes, starting from crotyltrichlorosilanes, has been developed (see scheme). In each reaction step, one of the stereoisomers reacted faster than the other, which resulted in a kinetic stereochemical (E/Z) self-refinement of the system and led to the formation of virtually enantiomerically and geometrically pure linear homoallylic alcohols in high yield.
Malkov
Andrei V
AV
Department of Chemistry, WestChem, University of Glasgow, Glasgow G12 8QQ, UK. a.malkov@lboro.ac.uk
Kabeshov
Mikhail A
MA
Barłog
Maciej
M
Kocovský
Pavel
P