title: Allenyl-β-lactams: versatile scaffolds for the synthesis of heterocycles.
abstract: The hybrid allenic β-lactam moiety represents an excellent building block for carbo- and heterocyclization reactions, affording a large number of cyclic structures containing different sized skeletons in a single step. This strategy has been studied under thermal and radical-induced conditions. More recently, the use of transition-metal catalysis has been introduced as an alternative that relies on the activation of the allenic component. On the other hand, the intramolecular version has attracted much attention as a strategy for the synthesis of bi- and tricyclic compounds in a regio- and stereoselective manner. This overview focuses on the most recently developed cyclizations on 2-azetidinone-tethered allenes along with remarkable early works accounting for the mechanism, as well as for the regio- and diastereoselectivities of the cyclizations.
authors: Grupo de Lactamas y Heterociclos Bioactivos, Departamento de Química Orgánica I, Unidad Asociada al CSIC, Facultad de Química, Universidad Complutense de Madrid, E-28040 Madrid, Spain. alcaideb@quim.ucm.es
authors: Benito
authors: B
authors: Alcaide
authors: Pedro
authors: P
authors: Almendros
mesh_terms: D000480:Alkynes / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D008670:Metals / Q000737:chemistry; D012643:Selenium / Q000737:chemistry; D013237:Stereoisomerism; D047090:beta-Lactams / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000480:Alkynes; D006571:Heterocyclic Compounds; D008670:Metals; D047090:beta-Lactams; D012643:Selenium