D. Grandjean et al., A GENERAL ACCESS TO OPTICALLY PURE EPOXYPOLYYNES - ASYMMETRIC-SYNTHESIS OF ANTIFEEDANT NATURAL-PRODUCTS, Tetrahedron, 49(24), 1993, pp. 5225-5236
A general asymmetric approach toward cis-epoxypolyynes is described us
ing optically pure (2R,3S)-5-bromo-2,3-epoxy-4-pentyn-1-ol 1a as the k
ey intermediate. From this intermediate, the synthesis of 2 epoxy poly
yne natural products was carried out in 6 steps with a 42% overall yie
ld.