138638-64-9Relevant articles and documents
Ulose formation by selenoxide elimination
Heath, Christine E.,Gillam, Maria C.,Callis, Carrie S.,Patto, Robert R.,Abelt, Christopher J.
, p. 371 - 373 (1998)
Ring opening of methyl 2,3-anhydro-(R)-4,6-O-benzylidene-α-D- mannopyranoside with phenyl selenide gives (R)-4,6-O-benzylidene-3-Se- phenyl-3-seleno-α-D-altropyranoside (2). Oxidation of (2) with H2O2 followed by thermolysis gives methyl (R)-4,6-O-benzylidene-3-deoxy-α-D- erythrohexopyranosid-2-ulose via syn-elimination and ketoenol tautomerization.