Ontology highlight
ABSTRACT:
SUBMITTER: May TL
PROVIDER: S-EPMC3030638 | biostudies-literature | 2011 Feb
REPOSITORIES: biostudies-literature
Journal of the American Chemical Society 20101220 4
A catalytic method for enantioselective conjugate addition (ECA) of Si-containing vinylaluminum reagents to β-substituted cyclopentenones and cyclohexenones is described. Reactions are promoted by 1.0-5.0 mol % of a bidentate NHC-Cu complex, which is prepared from air-stable CuCl(2)•2H(2)O and used in situ, and typically proceed to completion within 15-20 min. The requisite vinylmetals are generated efficiently by a site-selective hydroalumination of an alkyne with dibal-H. The desired products, ...[more]