Organocatalytic asymmetric deconjugative Michael additions.
The organocatalytic allylic C-C bond-forming addition of activated alkylidenes to acrolein has been achieved with good yield and regio- and enantioselectivity. Chiral tertiary amines in the form of cinchona alkaloid catalysts are used to give allyl intermediates that exhibit unusual alpha-selectivity in the C-C bond-forming step. The products are transformed into a large range of intermediates that are difficult to access via alternative methods, using different oxidative and reductive protocols.
Bell
Mark
M
Danish National Research Foundation: Center for Catalysis, Department of Chemistry, Aarhus University, DK-8000 Aarhus C, Denmark.
Frisch
Kim
K
Jørgensen
Karl Anker
KA