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Amide-Directed, Rhodium-Catalyzed Regio- and Enantioselective Hydroacylation of Internal Alkenes with Unfunctionalized Aldehydes

Xin Sun, Peng-Chao Gao*, Yu-Wen Sun, Bi-Jie Li*

*Center of Basic Molecular Science (CBMS), Department of Chemistry, Tsinghua University, Beijing 100084, China, Email: gaopch.bjhysinopec.com, bijielimail.tsinghua.edu.cn

X. Sun, P.-C. Gao, Y.-W. Sun, B.-J. Li, J. Am. Chem. Soc., 2024, 146, 723-732.

DOI: 10.1021/jacs.3c10609


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Abstract

A coordination-assisted strategy enables 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.


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Key Words

hydroacylation, α-amino ketones


ID: J48-Y2024