Stereoselective synthesis of 2-(1-alkoxyalkyl)-3-hydroxy-5-substituted- tetrahydrofurans

Article abstract of DOI:10.1055/s-1997-3220

Oxidation of toluene-p-sulfonates derived from 1-substituted-1,5-syn-5- benzyloxyhex-3-enols using osmium tetraoxide gives stereoselective access to 2-(1-alkoxyalkyl)-3-hydroxy-5-substituted-tetrahydrofurans. This procedure has been applied to synthesize bistetrahydrofurans.