Chiral Helical Lewis Acids for Asymmetric Diels-Alder Catalysts

Article abstract of DOI:10.1021/jo00063a006

A new type of chiral helical titanium reagent has been prepared from titanium tetraisopropoxide and a chiral ligand derived from optically pure binaphthol.These reagents have been successfully utilized as an efficient chiral template for the sufficient conformational fixation of α,β-unsaturated aldehydes, thereby allowing efficient enantioface recognition of the substrates for achievement of uniformly high asymmetric induction in asymmetric Diels-Alder reaction with dienes, regardless of reaction temperature.