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[Organometal-catalyzed asymmetric synthesis stereocontrolled by organosulfur functionality]
1Department of Synthetic Organic Chemistry, Tohoku Pharmaceutical University, Miyagi, Japan.
Abstract:
Our recent studies on asymmetric synthesis with the assistance of organometal catalysts stereocontrolled by organosulfur functionality involved in reaction substrates or ligands are reviewed. The studies focused on asymmetric synthesis via chiral pi-allylmetal complexes derived from (S)-proline allyl ester, olefinic cyclopropanes, chiral 2-alkynyl sulfinates, and chiral new ligands, and also focused on asymmetric cycloaddition reactions with chiral sulfoxides and sulfinates, such as intramolecular ene, metallo-type ene, and hetero Diels-Alder reactions. Participation of organosulfur functionality in organometal-catalyzed asymmetric reactions was unveiled on the basis of the stereochemical outcomes obtained.