title: Superbase promoted synthesis of dienamides as useful intermediates for the synthesis of α-ketoamides, γ-lactams and cyclic imino ethers.
abstract: Alkoxydienamides 2 have been synthesized exploiting the reactivity of α,β-unsaturated acetals 1 with isocyanates in the presence of Schlosser's superbase LIC-KOR. In a mild acidic medium, 2 can then be promptly converted both into α-ketoamides 3 and into substituted 2-pyrrolidinones 4 or imino ethers 5 by choosing the appropriate experimental conditions.
authors.affiliation: Dipartimento di Chimica Generale e Chimica Organica, Università di Torino, via P. Giuria, 7 I-10125 Torino, Italy.
authors.forename: Marco
authors.initials: M
authors.lastname: Blangetti
authors.forename: Annamaria
authors.initials: A
authors.lastname: Deagostino
authors.forename: Giuliana
authors.initials: G
authors.lastname: Gervasio
authors.forename: Domenica
authors.initials: D
authors.lastname: Marabello
authors.forename: Cristina
authors.initials: C
authors.lastname: Prandi
authors.forename: Paolo
authors.initials: P
authors.lastname: Venturello
mesh_terms: D000577:Amides / Q000138:chemical synthesis*; D003500:Cyclization; D004987:Ethers / Q000737:chemistry*; D004988:Ethers, Cyclic / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D007769:Lactams / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure
chemical_list: D000577:Amides; D004987:Ethers; D004988:Ethers, Cyclic; D007097:Imines; D007769:Lactams