Tetrahedron

New syntheses of 2', 3'-dideoxy-2', 3'-di-substituted &-2'-mono-substituted uridines & adenosines by michael addition reactions

…, W Tong, JM Vial, G Remaud, J Chattopadhyaya

Index: Wu; Pathak; Tong; Vial; Remaud; Chattopadhyaya Tetrahedron, 1988 , vol. 44, # 21 p. 6705 - 6722

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Citation Number: 59

Abstract

Michael addition reactions of the 3'-enesulfones 5, 6 and 18 with ammonia, primary amines (methylamine, benzylamine, glycine methyl ester), secondary amines (dimethylamine, pyrrolidine, piperidine, morpholine) and carbon-nucleophiles (sodium methylmalonate, conjugate base of nitromethane and pyrrolidin-1-cyclohexene) have been used as means to synthesize new 2', 3'-dideoxy-2', 3'-disubstituted-or 2'-substituted nucleosides. Most of ...