Reaction des glycosyl isonitriles avec les amines et les alcools

Abstract

After complexation with metals, glycosylisonitriles 1 react with alcohols to give mainly orthoesters, if C-2 bears a participating group, and/or alkyl glycosides without particular stereoselectivity. In the case of amines, formamidines are obtained by α-addition to 1 in good yields. An example of further heterocyclisation is given with the stereospecific synthesis of the glucosylquinazolinone 15.