Utilization of Sugars in Organic Synthesis. Part XXXIV. Thio-Sugars. IV. Synthesis of Carbohydrate 1, 3-Glycol (Six-Membered) Thionocarbonates and Their Attempted …

Y TSUDA, S NOGUCHI, H NIINO

Index: Tsuda; Nishimura; Kobayashi; Sato; Kanemitsu Chemical and Pharmaceutical Bulletin, 1991 , vol. 39, # 11 p. 2883 - 2887

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Abstract

Four six-membered cyclic thionocarbonates (two sec-sec and two prim-sec) were prepared and their radical-promoted OS rearrangement reaction was examined. The results revealed that the reaction in six-membered rings is difficult compared with the simple rearrangement