Stereoselective synthesis and functionalization of 4-heterosubstituted β-lactams |
| |
Authors: | Luigino Troisi Ludovico Ronzini Catia Granito Luisella De Vitis Emanuela Pindinelli |
| |
Affiliation: | Dipartimento di Scienze e Tecnologie Biologiche ed Ambientali, University of Lecce, Via Prov.le Lecce-Monteroni, 73100 Lecce, Italy |
| |
Abstract: | Polyfunctionalized β-lactams were prepared with high stereoselectivity in an efficient manner. A palladium-catalyzed [2+2] carbonylative cycloaddition of allyl bromide with heteroaryliden-anilines afforded 2-azetidinones N-phenyl substituted, with an heteroaryl moiety linked at the C-4 carbon, and an alkenyl group at the C-3 carbon. The C-3 and the C-4 positions could be further functionalized inserting alkyl and hydroxyl groups in the azetidinone ring, through the generation of a stable azetidinyl anion then captured by various electrophiles. |
| |
Keywords: | Alkenyl β-lactams Electrophiles Cabonylative cycloaddition Stereoselectivity |
本文献已被 ScienceDirect 等数据库收录! |