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Selective Syntheses of Δ<sup>α,β</sup> and Δ<sup>β,γ</sup> Butenolides from Allylic Cyclopropenecarboxylates via Tandem Ring Expansion/[3,3]-Sigmatropic Rearrangements

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Allylic cyclopropenecarboxylates undergo ring expansion reactions to give 2-allyloxyfuran intermediates, which subsequently rearrange to Δβ,γ butenolides via a Claisen rearrangement or to the corresponding Δα,β butenolides via further Cope rearrangement. Also described are methods for chirality transfer in the rearrangement of nonracemic allylic esters.

创建时间:
2016-02-19
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