Stereoselective synthesis and functionalization of N-alkyl-β-lactams |
| |
Authors: | Luigino Troisi Catia Granito Emanuela Pindinelli |
| |
Institution: | Dipartimento di Scienze e Tecnologie Biologiche ed Ambientali, University of Salento, Via Prov.le Lecce-Monteroni, I-73100 Lecce, Italy |
| |
Abstract: | Novel polyfunctionalized N-alkyl-β-lactams were prepared with high stereoselectivity in an efficient manner by a palladium-catalyzed 2+2] carbonylative cycloaddition of allyl bromide with heteroarylidene N-alkyl-amines The type of alkyl group linked to the nitrogen atom influences the reaction stereoselectivity. Moreover, the C-3 and the C-4 positions of the azetidinone ring can be further stereoselectively functionalized inserting various groups through the generation of a stable azetidinyl carbanion and then captured by various electrophiles. |
| |
Keywords: | β-Lactams Carbanions Diastereoselectivity Functionalization |
本文献已被 ScienceDirect 等数据库收录! |