Hg(OAc)2 mediated highly regio- and/or diastereoselective allylic tert-acetylation of olefins†
Abstract
Isolation of reaction intermediates facilitated a mechanistic investigation of the known Hg(OAc)2 mediated aromatisation reaction of carvone. We propose a different mechanism for this reaction than the previously proposed mechanism. The reaction method was further exploited for the highly regio- and/or diastereoselective allylic oxidation of geminally disubstituted olefins to allylic tert-acetates and applied in the total synthesis of andirolactone.
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