A FACILE CONVERSION OF 3,4-O-ISOPROPYLIDENE-β-D-GALACTOPYRANOSIDES INTO 4-DEOXY-α-L-threo-HEX-4-ENOPYRANOSIDE AND L-arabino-HEXOS-5-ULOSE DERIVATIVES

Article abstract of DOI:10.1016/0008-6215(89)84142-4

Treatment of O-protected 3,4-O-isopropylidene-β-D-galactopyranosides with tert-BuOK in N,N-dimethylformamide or methyl sulfoxide produces 4-deoxy-α-L-threo-hex-4-enopyranosides in good yields.The corresponding α-anomers and the non-O-protected derivatives