Thermal glycosylations: Reactions of β-cellobiosyl fluoride heptaacetate with tigogenin and its trimethylsilyl ether

Article abstract of DOI:10.1016/S0008-6215(97)00167-5

Thermal reaction of β-cellobiosyl fluoride heptaacetate with ticogenin in toluene or o-xylene at 112-142°C gave ticogenyl β-cellobioside heptaacetate in 69-75% yields with good stereoselectivity. The procedure avoids the use of Lewis acid or traditional glycosidation promoters. The deacetylated product is a hypocholesterolemic and anti-atherosclerosis agent.