Asymmetric reactions controled with moleculary imprinted polymers.

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Molecularly imprinted polymers were synthesized by use of bicyclic chiral aminoalcohols as template. The difference of affinities between the template molecule and other aminoalcohols to the polymers were detected by HPLC analysis, selective adsorbtion of templete molecule were observed. Moreover, the templete aminoalcohols showed priority in adosorbtion to the imprinted polymer over its enantiomer.Asymmetric reactions with template molecules as catalysts were examined. Sulfonamides, thiazolines and thioethers with bicyclic skeleton were successfully utilized in hydrogen-transfer reduction of ketones, the Diels-Alder reactions and π-allyl alkylations, respectively. These compounds showed not only high yields and excellent selectiveties but marvelous character that cannot be affected by sterically bulkyness of substrate.These catalysts might be good templetes of imprinted polymers because of these basic characters and restricted conformations. Further investigations will be needed for application of the imprinted polymers to these asymmetric reactions.