ASYMMETRIC DIELS-ALDER REACTION OF OPTICALLY ACTIVE 3-(3,3,3-TRIFLUOROPROPENYLSULFONYL) OXAZOLIDINE:SYNTHESIS OF (8R)-8-TRIFLUOROMETHYL-2-OXA-6-THIA-5-AZATRICYCLO[5.2.2.0~9(1.5)]-UNDECANE-6,6-DIOXIDE

摘要

Abstract-Asymmetric Diels-Alder reaction of optically active 3-(3,3,3-trifluoro-propenylsulfonyl)-1,3-oxazolidine (1) with several dienes gave adducts regio-and stereoselectively in 69-78% de.Acetalization of 2-methoxybutadiene adduct with catechol gave tricyclic sultam-oxazolidine (15),which could be readily deproto-nated and gave bridgehead sulfide(16).