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Stereospecific synthesis of γ-butyrolactones from acyclic vinyl sulfoxides: an asymmetric synthesis of optically pure oak lactones
Authors:JP Marino  Roberto Fernández de la Pradilla
Institution:Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109 USA
Abstract:The sulfoxide-directed lactonization of several trisubstituted vinyl sulfoxides with dichloroketene proceeds in a completely stereospecific manner. The lactonization of (E) -3 (R) -p-tolylsulfinyloctene occurs with complete enantiospecificity to produce a precursor for the synthesis of optically pure oak lactones.
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