A chemoenzymatic synthesis of differentially protected D-talose derivatives

Abstract

The synthesis of the D-talose derivatives from the readily available and enantiomerically pure cis-1,2-dihydrocatechol was discussed. The synthesis included a stannylene acetal-mediated epimerization process. The dehydroxylation of D-galactal provided a different route to target. The triacetates were chemically correlated with known derivatives of D-talose. A mixture of these compounds was also subjected to reaction with aqueous trifluoroacetic acid to affect global deprotection and generate D-talose.