ChemInform Abstract: Enantioselective Synthesis of sec-Allyl Alcohols by Catalytic Asymmetric Addition of Divinylzinc to Aldehydes.

ChemInform Abstract

The bicyclic keto carboxylic acid (I) is converted to the amides (III). These are reduced to yield the amino alcohols (V) via the hydroxy amides (IV). The bidentate ligands (IV) and (V) are employed as the ligands in the reductive alkylation of the aldehydes (VI) with the organo-zinc compounds (VII), forming the optically active alcohols (VIII) or (IX). The asymmetric induction depends on the ligand used. (Discussion of the transition states).