Annelated pyranosides: some cyclohexano- and cyclopentano-sugars

Abstract

The carbohydrate α-enone (1) condenses with butadiene in the presence of an excess of aluminium chloride to give the lyxo adduct (2), exclusively, reduction of which is also stereospecific; a method has been developed to convert the product into the cyclopentanofuranoside (7).