Stereoselective acyclic synthesis via allylmetals: vicinal diols from γ-alkoxyallylaluminium compounds and aldehydes or ketones
Abstract
The reaction of in situ generated γ-alkoxyallylaluminium compounds with aldehydes or ketones at –78 °C leads to the highly diastereoselective formation of mono-protected vicinal diols; the precursor to exo-brevicomin was efficiently synthesised using this method.