Enantiospecific total synthesis of (-)-allosamizoline, and aminocyclitol moiety of the insect chitinase inhibitor allosamidin

Article abstract of DOI:10.1016/S0040-4039(00)92386-4

Total synthesis of (-)-allosamizoline (2), an aminocyclitol moiety of the insect chitinase inhibitor allosamidin (1) has been enantiospecifically synthesized from D-glucosamine by using an intramolecular cycloaddition of the nitrile oxide to an olefin as a key step.