Enantioselective Addition of Chiral Organotitanium Derivatives to Aldehydes

Article abstract of DOI:10.1002/hlca.19810640755

Alkoxy- and aryloxy-organotitanum compounds 2-4 derived from (S)-2-methyl-1-butanol, (R)-2-butanol, (-)-menthol, quinine, cinchonine, and (S)-1,1'-binaphthol are added to aromiatic aldehydes to give optically active alcohols 5-10 in enantioselectivities of up to 88percent e.e., with nucleophilic transfer of methyl, phenyl, and 1-naphthyl groups.The Tables 1-3 list the effects of varying the reagents, the substrates, and the reaction conditions of the new asymmetric synthesis.