Trimethylaluminium promoted rearrangements of unsaturated sugars into cyclohexanes

Abstract Trimethylaluminium induces a stereoselective rearrangement of unsaturated glycosides into polyfunctionalised cyclohexanic rings containing a tertiary alcohol and retaining the anomeric group. In contrast with the previously used triisobutylaluminium, no de- O -benzylation reaction was observed.