Protective group tuning in the stereoselective conversion of α-amino aldehydes 
into aminoalkyl epoxides

Reetz, M. T.; Binder, J.

doi:10.1016/S0040-4039(01)80584-0

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Protective group tuning in the stereoselective conversion of α-amino aldehydes into aminoalkyl epoxides

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Reetz, M. T., & Binder, J. (1989). Protective group tuning in the stereoselective conversion of α-amino aldehydes into aminoalkyl epoxides. Tetrahedron Letters, 30(40), 5425-5428. doi:10.1016/S0040-4039(01)80584-0.

Cite as: https://hdl.handle.net/21.11116/0000-000E-7CEA-0

Abstract

Sulfonium and arsonium ylides of the type CH₂=S(CH₃)₂ and CH₂=As(Ph)₃ react with doubly protected α-amino aldehydes 1 derived from amino acids to form aminoalkyl epoxides 3/4, diastereofacial selectivity ranging between 86:14 and 95:5.