Iridium-catalysed asymmetric allylic alkylation of benzofuran γ-lactones followed by heteroaromatic Cope rearrangement: study of an unusual reaction sequence - Archive ouverte HAL Access content directly
Journal Articles Chemical Communications Year : 2017

Iridium-catalysed asymmetric allylic alkylation of benzofuran γ-lactones followed by heteroaromatic Cope rearrangement: study of an unusual reaction sequence

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Abstract

The iridium-catalysed asymmetric allylic alkylation of γ-lactones produces an all-carbon quaternary stereocentre substituted by an allyl and a benzofuran. The resulting 1,5-hexadienes were found to be excellent substrates for an unusual heteroaromatic Cope rearrangement. We describe here the first insight into the synthetic outcome of this intriguing reaction sequence.
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hal-02429296 , version 1 (06-01-2020)

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Maxence Bos, Emmanuel Riguet. Iridium-catalysed asymmetric allylic alkylation of benzofuran γ-lactones followed by heteroaromatic Cope rearrangement: study of an unusual reaction sequence. Chemical Communications, 2017, 53 (36), pp.4997-5000. ⟨10.1039/c7cc01529a⟩. ⟨hal-02429296⟩
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