Tetrahedron letters

Oxidation of secondary amines to α-cyanoamines

DHR Barton, A Billion, J Boivin

Index: Barton, Derek H. R.; Billion, Annick; Boivin, Jean Tetrahedron Letters, 1985 , vol. 26, # 9 p. 1229 - 1232

Full Text: HTML

Citation Number: 36

Abstract

Abstract The dehydrogenation of secondary amines with phenylseleninic anhydride or acid under mild conditions in the presence of either sodium cyanide or trimethylsilylcyanide gives good yields of α-cyanoamines. These compounds 1-3 can be regarded as protected imines, or as a source of α-amino-acids.

 Related Synthetic Route

~%

~%

~%

~%

~90%

Detail

~0%

Detail

~0%

Detail

~0%

Detail

~0%

Detail

~%

Detail

~%

~94%

Detail

~75%

~%

Detail

~%

Detail

~%

Detail