Development of the Asymmetric Cycloaddition Reactions and Asymmetric Nucleophilic Addition Reaction Utilizing Tartaric Acid Esters

Katsuhiko INOMATA, Yutaka UKAJI
1998 Journal of Synthetic Organic Chemistry, Japan  
In order to develop a practical method for the construction of chiral molecules , we have designed a novel chiral system possessing two metal centers utilizing tartaric acid esters : that is, if two reactants are bound to the two metal centers of a dialkoxide derived from tartaric acid ester, they might be ideally oriented and/or activated by the metals and the subsequent reaction can proceed in an enantioselective manner to afford the corresponding optically active products. According to this
more » ... orking hypothesis, we could develop an asymmetric Simmons-Smith reaction , asymmetric 1, 3-dipolar cycloaddition reactions of nitrile oxides and nitrones, and an asymmetric nucleophilic addition reaction of dialkylzincs to nitrones .
doi:10.5059/yukigoseikyokaishi.56.11 fatcat:5usnuqthyrbolkk26jhq4fww3a