[en] Hyperaspine, isolated from the European Coccinellidae Hyperaspis campestris, is the first representative of a new type of ladybird alkaloids having a 3-oxaquinolizidine skeleton. A new total synthesis of (+/-)-hyperaspine starting from protected piperidin-4-one has been achieved. The absolute configuration of the natural alkaloid was unequivocally established to be 3S,4aS,6R,8S by HPLC analyses on a chiral column.
Disciplines :
Chemistry
Author, co-author :
Dooms, Cédric
Laurent, Pascal ; Université de Liège - ULiège > Chimie et bio-industries > Chimie biologique industrielle
Daloze, Désiré
Braekman, Jean-Claude
Language :
French
Title :
Synthèse de la (+/-)-hyperaspine, alcaloïde défensif de la coccinelle Hyperaspis campestris