1,n-Rearrangement of Allylic Alcohols Promoted by Hot Water: Application to the Synthesis of Navenone B, a Polyene Natural Product
作者： Pei-Fang Li , Heng-Lu Wang , Jin Qu
DOI: 10.1021/JO5004086
关键词:
摘要: It was reported for the first time that hot water as a mildly acidic catalyst efficiently promoted 1,n-rearrangement (n = 3, 5, 7, 9) of allylic alcohols. In some cases, rearrangement reactions joined isolated C–C double or triple bonds to generate conjugated polyene enyne structure motifs. We used 1,3-rearrangement reaction an alcohol in part attractive new strategy construction natural product navenone B by iterative use Grignard reaction, resulting alcohol, and subsequent oxidation rearranged product.
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