Radical cyclisation of some unsaturated carbohydrate derived acetals
Abstract
Haloacetals derived from pyranosidic allylic alcohols or allylic hemiacetals were stereospecifically cyclized using tributyltin hydride as radical promotor to give fused furanoses; the reaction was also applied to a propargylic glycoside which cyclized readily into a vinylstannane, precursor of methylene furanose.