Enantiomerically enriched [2-2H]-isopentenyl alcohol from (E)-2-methylbut-2-ene-1,4-diol by an asymmetric retro-ene reaction

Abstract

A sample of [2-2H]-isopentenyl alcohol containing 72% of the (S)-enantiomer has been prepared via pyrolysis of a C-1′ deuterated form of the 1-tetra-O-acetyl-β-D-glucoside of (E)-2-methylbut-2-ene-1,4-diol.