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

Iridium-catalysed asymmetric allylic alkylation of benzofuran γ-lactones followed by heteroaromatic Cope rearrangement: study of an unusual reaction sequence
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DOI:
10.1039/c7cc01529a
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发表时间:
2017-05-04
影响因子:
4.9
通讯作者:
Riguet, Emmanuel
Riguet, Emmanuel
中科院分区:
化学2区
文献类型:
--
作者:
Bos, Maxence;Riguet, Emmanuel

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铱催化的γ-内酯的不对称烯丙基烷基化反应产生了一个被烯丙基和苯并呋喃取代的全碳四元立构中心。所得的1,5-己二烯被发现是一个不寻常的杂芳族科普重排的优秀基板。我们在这里描述的第一个洞察到这个有趣的反应序列的合成结果。
The iridium-catalysed asymmetric allylic alkylation of gamma-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.