Alkaline and Enzymatic Hydrolysis of Isobutyl 3,4-Anhydro-2,6-dideoxy-DL-hexopyranosides. Preparation of Enantiomeric Boivinopyranosides through a Highly Efficient Kinetic Resolution

Article abstract of DOI:10.1021/jo00389a042

Racemic isobutyl 3,4-anhydro-2,6-dideoxy-β-ribo-hexopyranoside and -lyxo-hexopyranoside have been prepared starting from the cycloadduct between 3-buten-2-one and isobutyl vinyl ether.Alkaline hydrolysis converted the lyxo isomer exclusively into isobutyl