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