Trialkyltin radical used to catalyze the O, S-rearrangement of cyclic thionocarbonates. A new entry to thio-sugars.
…, K Kanemitsu, K Kakimoto, T Kikuchi
Index: Tsuda, Yoshisuke; Kanemitsu, Kimihiro; Kakimoto, Kyoko; Kikuchi, Tohru Chemical and Pharmaceutical Bulletin, 1987 , vol. 35, # 5 p. 2148 - 2150
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Abstract
The cyclic thionocarbonates give O, S-rearrangement products, the thiolcabonates, in appreciable yields, when treated with a catalytic amount of tributyltin hydride and α, α- azobisisobutyronitrile. This reaction opens a new route to regioselective preparation of thio- sugars under very mild conditions.