Rhodium-Catalyzed Highly Enantioselective Direct Intermolecular Hydroacylation of 1,1-Disubstituted Alkenes with Unfunctionalized Aldehydes

Yu Shibata and Ken Tanaka*

*Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588, Japan, Email: tanaka-kcc.tuat.ac.jp

Y. Shibata, K. Tanaka, J. Am. Chem. Soc., 2009, 131, 12552-12553.

DOI: 10.1021/ja905908z

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Abstract

A cationic rhodium(I)/(R,R)-QuinoxP* complex catalyzes a highly enantioselective direct intermolecular hydroacylation of α-substituted acrylamides with unfunctionalized aliphatic aldehydes to yield the corresponding γ-ketoamides in high yields with excellent ee values.

see article for more examples

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Direct Intermolecular Hydroacylation of N,N-Dialkylacrylamides with Aldehydes Catalyzed by a Cationic Rhodium(I)/dppb Complex

K. Tanaka, Y. Shibata, T. Suda, Y. Hagiwara, M. Hirano, Org. Lett., 2007, 9, 1215-1218.

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Key Words

hydroacylation, 1,4-keto amides

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ID: J48-Y2009-2630