A Green Route For The Synthesis Of Antiepileptic Drug Losigamone And Its Analogues

By an efficient and mild diastereoselective aldol-type reaction of aromatic aldehyde with 4-methoxyfuran-2(5H)-one, losigamone and a series of its analogues were synthesized. Fortunately, the racemic threo-isomers of losigamone were obtained by crystallization with good de value (>= 96%). The introduction of chiral reagents to the reaction system resulted in diastereoselectivity to losigamone. All structures of new compounds were confirmed by H-1 NMR, C-13 NMR, IR and HRMS techniques.