Functionalized α,α-Dibromo Esters through Claisen Rearrangements of Dibromoketene Acetals

作者: Nathan J. Dupper , Ohyun Kwon

DOI: 10.1021/ACS.ORGLETT.5B00209

关键词: ChemistryTandemSelectivityAcetalStereoisomerismMoleculeAllylic rearrangementOrganic chemistryClaisen rearrangement

摘要: Allylic alcohols can be transformed into γ,δ-unsaturated α,α-dibromo esters through a two-step process: formation of bromal-derived mixed acetal, followed by tandem dehydrobromination/Claisen rearrangement. The scope and selectivity both steps have been investigated. product were subjected to various carbon–carbon bond-forming reactions, oxidations, lactonizations.

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