Intramolecular conjugate addition of γ- and δ-trichloroacetimidoyloxy-α,β-unsaturated esters in an acyclic system

An intramolecular conjugate addition of γ- and δ-trichloroacetimidoyloxy-α,β-unsaturated esters, a new way to construct 1,2-amino or 1,3-amino alcohol moieties in an acyclic system, is described. Very concise synthesis of d-vancosamine and 3-epi-d-vancosamine derivatives was also achieved utilizing this methodology.

Graphical abstractDownload full-size image