An improved procedure for the isolation of the main addition products of the reaction between nitronium acetate and furfural diacetate or methyl 2-furoate is described. The kinetics of the deacetylation of the diastereomeric 1, Cadducts in buffer solutions revealed a substantial primary hydrogen isotope effect. Mild acid-induced alcoholysis transformed the adducts into 2, 5-dialkoxy-2, 5-dihydrofurans. The reaction chemistry of the furan adducts ...
