Departamento de Química Orgánica, Facultad de Química, Universidad de Vigo, 36200 Vigo, Spain
Abstract:
A highly enantioselective synthesis of 2,6-syn-disubstituted tetrahydropyrans from commercially available tri-O-acetyl-d-glucal, based on a thermal Claisen rearrangement, allows enantioselective synthesis of (+)-isolaurepan when combined with a ring expansion reaction using trimethylsilyldiazomethane.