Synthesis and conformational analysis of substituted 4-aminothianes

…, K Ramalingam, N Satyamurthy, KD Berlin

Index: Subramanian, Pullachipatti K.; Ramalingam, Kondareddiar; Satyamurthy, Nagichettiar; Berlin, K. Darrell Journal of Organic Chemistry, 1981 , vol. 46, p. 4376 - 4383

Full Text: HTML

Citation Number: 8

Abstract

Reductions of substituted 4-thianone oximes by LiAIH4 gave a mixture of epimeric 4- aminothianes. Separation of the epimeric mixture was achieved via column chromatography over neutral alumina. Independent syntheses of these amines by a stereospecific route starting from the tosylate of the corresponding 4-thianols that reacted with sodium azide in DMF followed by reduction of the azide with LW 4 provided structure proofs for the amines. ...