Catalytic Asymmetric Three-Component Acyl-Strecker Reaction

Pan, Subhas Chandra; List, Benjamin

doi:10.1021/ol0702674

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Catalytic Asymmetric Three-Component Acyl-Strecker Reaction

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Pan, Subhas Chandra
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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List, Benjamin
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Pan, S. C., & List, B. (2007). Catalytic Asymmetric Three-Component Acyl-Strecker Reaction. Organic Letters, 9(6), 1149-1151. doi:10.1021/ol0702674.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0014-A458-3

Abstract

The first organocatalytic asymmetric three-component Strecker reaction, the urea-catalyzed acylcyanation of in situ generated imines, has been developed. Different α-amido nitriles are formed in excellent yields and enantioslectivities from aldehydes, amines, and acyl cyanides in the presence of Jacobsen's thiourea catalyst 5. Despite its obvious use for the synthesis of α-amino acids and their derivatives, our reaction may find use in diversity oriented synthesis and medicinal chemistry.