DIRECT ORGANOCATALYTIC ASYMMETRIC REACTIONS OF ENOLIZABLE a-AMINO ALDEHYDES OR KETONES TO FORM HIGHLY ENANTIOMERICALLY ENRICHED AMINE PRODUCTS

摘要

A method for asymmetrically forming a (diprotectedamino)-product having a chiral center and in which one enantiomer is in excess over the other is disclosed. The method comprises reacting an enolizable alpha- (diprotectedamino)-aldehyde or -ketone donor molecule with an excess of an unsaturated acceptor molecule that has one or no hydrogen atoms bonded to a carbon atom alpha to the carbon of the unsaturation. The donor and acceptor molecules are dissolved or dispersed in a liquid solvent and are in the presence of a chiral amine catalyst to form an addition product reaction medium. The reaction medium is maintained for a time sufficient to form an a-(diprotectedamino)-aldehyde or -ketone product having a chiral center formed at a carbon atom bonded to the a-(diprotectedamino) group and in which one enantiomer is in excess over the other.