Intramolecular cycloadditions of alpha-allyloxycarbonylnitrones: stereoselective synthesis of 3-amino-2(5H)furanones.
Treatment of furoisoxazolidines with NaH leads to functionalized 3-amino-2(5H)-furanones through a new rearrangement pattern of the isoxazolidine nucleus. This process has been usefully exploited for the synthesis of enantiomerically pure (5R)-3-alkylamino-5-methyl-2(5H)-furanones.
Chiacchio
Ugo
U
Dipartimento di Scienze Chimiche, Università di Catania, Viale Andrea Doria 6, 95125, Italy. uchiacchio@dipchi.unict.it
Corsaro
Antonino
A
Iannazzo
Daniela
D
Piperno
Anna
A
Procopio
Antonio
A
Rescifina
Antonio
A
Romeo
Giovanni
G
Romeo
Roberto
R