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Sulfoxides, cyclopentenone Pummerer rearrangement

An intramolecular version of enolate Michael addition to enantiomerically pure vinylic sulfoxides is represented by reaction of a cyclopentenone sulfoxide with dichloroketene (Scheme 5)90 this type of additive Pummerer rearrangement has been developed by Marino and coworkers91 into a highly effective way of constructing variously substituted lactones in very high enantiomeric purity (equation 43). [Pg.843]




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PUMMERER Sulfoxide rearrangement

Pummerer

Pummerer rearrangement

Rearrangement sulfoxide

Sulfoxides rearrangement

Sulfoxides, cyclopentenone

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