Heterocycles from Carbohydrate Isothiocyanates

Abstract

A book. The high synthetic versatility exhibited by the isothiocyanate motif has allowed its use as a building block in the prepn. of a plethora of derivs. When present in carbohydrates, the strong electrophilicity shown by isothiocyanates, together with the possibility of undergoing cycloaddn. reactions has made it possible to access a broad spectrum of heterocyclic compds., of either synthetic or pharmaceutical interest. Among them, noteworthy are 1,3-oxazolidine-2-thione and 1,3-oxazinane-2-thione (cyclic thiocarbamates), 2-amino-2-oxazolines (cyclic isoureas), 2-amino-2-thiazolines (cyclic isothioureas), nucleosides, and spironucleosides. [on SciFinder(R)]