Highly Stereoselective Access to 2,4- and 2,4,5-Substituted Tetrahydrofurans from α-Silylacetic Esters. A Study of Homoallylic Stereocontrol.

Article abstract of DOI:10.1016/S0040-4039(00)61352-7

Cis-2,4- and cis-cis-2,4,5-substituted tetrahydrofurans have been prepared stereoselectively using electrophile-mediated cyclization of β-hydroxyhomoallylsilanes, readily available from α-silylacetic esters.