Substitution and remote protecting group influence on the oxidation/addition of alpha-substituted 1,2-anhydroglycosides: a novel entry into C-ketosides.

[reaction: see text] C-Ketosides are valuable intermediates in chemical synthesis and as glycoside mimics. This manuscript describes the efficient generation of these substrates from alpha-alkyl-substituted glycals and an oxidative, C-C bond-forming sequence where the choice of C(3) protecting group was critical.