Tetrahedron

Concise syntheses of L-selenomethionine and of L-selenocystine using radical chain reactions

DHR Barton, D Bridon, Y Hervé, P Potier, J Thierry…

Index: Barton, Derek H. R.; Bridon, Dominique; Herve, Yolande; Potier, Pierre; Thierry, Josiane; Zard, Samir Z. Tetrahedron, 1986 , vol. 42, # 18 p. 4983 - 4990

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Citation Number: 57

Abstract

L-Selenomethionine and L-selenocystine were prepared in high overall yields from protected L-glutamic and L-aospartic acid derivatives respectively. Irradiation of the mixed anhydrides (esters) derived from 4 (eg 15) in the presence of dimethyldiselenide provided the protected L-selenomethionine 16 directly. We have shown that triselenocyanide Se3 (CN) 2 can serve as an efficient selenocyanating agent for radicals; the selenocyanide ...