环戊烯酮
化学
级联
迈克尔反应
序列(生物学)
氢化物
组合化学
催化作用
立体化学
有机化学
生物化学
氢
色谱法
作者
Ting Chen,Fan Gong,Sakkani Nagaraju,Jinggong Liu,Shuang Yang,Xingkuan Chen,Xinqiang Fang
出处
期刊:Organic Letters
[American Chemical Society]
日期:2022-11-23
卷期号:24 (48): 8837-8842
被引量:6
标识
DOI:10.1021/acs.orglett.2c03601
摘要
The Nazarov cyclization has been established as a powerful tool in constructing cyclopentenone skeletons. In sharp contrast, oxa-Nazarov cyclization that affords dihydrofuranones, a new type of product, has been less explored. In this work, we report the I2-catalyzed oxa-Nazarov cyclization-Michael addition cascade between vinyl α-diketones and enones. The protocol allows access to a range of functionalized dihydrofuranones with good to high yields, and diverse further transformations on the products have been achieved. Furthermore, the mechanistic studies reveal that the 1,2-hydride shift occurs simultaneously during the dihydrofuranone formation.
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