Tetrahedron

Manipulation of the cabboxyl groups of α-amino-acids and peptides using radical chemistry based on esters of N-hydroxy-2-thiopyridone

DHR Barton, Y Hervé, P Potier, J Thierry

文献索引：Barton, Derek H. R.; Herve, Yolande; Potier, Pierre; Thierry, Josiane Tetrahedron, 1988 , vol. 44, # 17 p. 5479 - 5486

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被引用次数: 123

摘要

Photolysis of α-amino-acid or peptide esters derived from N-hydroxy-2-thiopyridone in the presence of t-butylthiol affords the expected decarboxylation products in good yield. The reaction can be applied to the α-carboxyl or to the side chain carboxyl of glutamic and aspartic acids and thus permits the preparation of a number of useful synthons. Photolysis of side chain esters in the presence of a suitable halogen atom transfer reagent gives ...