Synthesis of enantiopure pyranoisoxazole and oxepanoisoxazole derivatives from O-alkynyl carbohydrate ethers by the application of intramolecular nitrile oxide cycloaddition

Article abstract of DOI:10.1055/s-1999-3579

A useful synthesis of enantiomerically pure pyrano- and oxepanoisoxazole derivatives by the application of intramolecular cycloaddition of 3-O-alkynyl carbohydrate nitrile oxides is described. One of the isoxazole derivatives was transformed to a furylpyran system having the lasalocid A skeleton using 2-O-allyl carbohydrate nitrone cycloaddition.