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A new one-pot synthesis of heterocyclic
and car
bocyclic vinyl sulfoxides has
been developed whichinvolves reaction of
-phosphorylvinyl sulfoxides with car
bonyl compounds
bearing oxygen, nitrogen,
and car
bon nucleophilic centers. Use of optically active
-phosphorylvinyl
p-tolyl sulfoxides in this t
andemMichael addition/Horner olefination reaction leads to the corresponding optically active cyclic sulfoxides.In this way, a variety of optically active chromene, pyrrolizine, chinoline,
and cyclopentene sulfoxideshave
been efficiently prepared.