TRIALKYLTIN RADICAL USED TO CATALYZE THE O, S-REARRANGEMENT OF CYCLIC THIONOCARBONATES. A NEW ENTRY TO THIO-SUGARS

TRIALKYLTIN RADICAL USED TO CATALYZE THE O, S-REARRANGEMENT OF CYCLIC THIONOCARBONATES. A NEW ENTRY TO THIO-SUGARS

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 condition...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1987/05/25, Vol.35(5), pp.2148-2150
Hauptverfasser: Tsuda, Yoshisuke, Kanemitsu, Kimihiro, Kakimoto, Kyoko, Kikuchi, Tohru
Format: Artikel
Sprache:eng
Schlagworte:
carbohydrate
cyclic thiol-carbonate
cyclic thionocarbonate
O, S-rearrangement
regioselective thiolation
thio-sugar
tributyltin hydride
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Zusammenfassung: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.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.35.2148