Oxovanadium-catalysed domino reactions of hydroxy enynes for the construction of Cashmeran-like odorants.

Oxovanadium-catalysed domino reactions of hydroxy enynes for the construction of Cashmeran-like odorants.
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DOI:
10.1039/d0ob01731k
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发表时间:
2020-09
影响因子:
3.2
通讯作者:
Jie Liu;Lijun Zhou;Y. Zou;Quanrui Wang;A. Goeke
Jie Liu;Lijun Zhou;Y. Zou;Quanrui Wang;A. Goeke
中科院分区:
化学3区
文献类型:
--
作者:
Jie Liu;Lijun Zhou;Y. Zou;Quanrui Wang;A. Goeke

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公开了一种用于合成双环[4.3.0]非1(9)-烯-2-酮的原子经济的氧钒酸催化的羟基烯炔环异构化反应,该反应可以通过解离的Meyer-Schuster重排为烯基钒酸盐的级联反应、随后的热分子内Diels-Alder(IMDA)反应和催化剂的水解性再生来合理化。
An atom-economical oxovanadate-catalysed cycloisomerization of hydroxy enynes for the synthesis of bicyclo[4.3.0]non-1(9)-en-2-ones is disclosed, which can be rationalised through a cascade reaction of a dissociative Meyer-Schuster rearrangement to allenyl vanadates, followed by a thermal intramolecular Diels-Alder (IMDA) reaction and hydrolytic regeneration of the catalyst.