Amide-Directed, Rhodium-Catalyzed Regio- and Enantioselective Hydroacylation of Internal Alkenes with Unfunctionalized Aldehydes,Journal of the American Chemical Society

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Amide-Directed, Rhodium-Catalyzed Regio- and Enantioselective Hydroacylation of Internal Alkenes with Unfunctionalized Aldehydes
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2023-12-20 , DOI: 10.1021/jacs.3c10609
Xin Sun ₁ , Peng-Chao Gao ₁ , Yu-Wen Sun ₁ , Bi-Jie Li _{1,

2,

3}

Affiliation

Despite the current progress achieved in asymmetric hydroacylations, highly enantioselective catalytic addition of unfunctionalized aldehydes to internal alkenes remains an unsolved challenge. Here, using a coordination-assisted strategy, we developed a rhodium-catalyzed regio- and enantioselective addition of unfunctionalized aldehydes to internal alkenes such as enamides and β,γ-unsaturated amides. Valuable α-amino ketones and 1,4-dicarbonyl compounds were directly obtained with high enantioselectivity from readily available materials.

中文翻译：

酰胺导向、铑催化的内烯烃与未官能化醛的区域选择性和对映选择性加氢酰化

尽管目前在不对称加氢酰化方面取得了进展，但未官能化醛与内部烯烃的高度对映选择性催化加成仍然是一个尚未解决的挑战。在这里，我们使用配位辅助策略，开发了一种铑催化的未官能化醛与烯酰胺和 β,γ-不饱和酰胺等内部烯烃的区域和对映选择性加成反应。从容易获得的材料中直接获得了具有高对映选择性的有价值的 α-氨基酮和 1,4-二羰基化合物。

更新日期：2023-12-20

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