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Communication | Special issue | Vol 54, No. 1, 2001, pp.73-76
Published online, 1st January, 1970
DOI: 10.3987/COM-00-S(I)31
Asymmetric Pauson-khand Reactions of Chiral Sulfinamides:Å@Asymmetric Synthesis of 3-Azabicyclo[3.3.0]oct-5-en-7-one Derivatives

Kunio Hiroi* and Takashi Watanabe

*Department of Synthetic Organic Chemistry, Tohoku Pharmaceutical University, 4-4-1 Komatsushima, Aoba-ku, Sendai 981-8558, Japan


Unprecedented asymmetric Pauson-Khand reactions of chiral sulfinamides are described. Cobalt-catalyzed reactions of chiral N-allyl-N-propargyl-N-arylsulfinamide derivatives were carried out in dichloromethane at -20°C~room temperature under carbon monoxide atmosphere in the presence of Co2(CO)8 to give chiral 3-azabicyclo[3.3.0]oct-5-en-7-one with moderate or low enantioselectivity.