title: Oxazole as an electron-deficient diene in the Diels-Alder reaction.
abstract: The Diels-Alder cycloaddition reaction of oxazole with ethylene is facilitated by addition of an alkyl group or Brønsted or Lewis acids to the oxazole nitrogen atom. The efficacy consists of stabilizing the transition state, lowering the activation barrier and the HOMO(dienophile)-LUMO(diene) gap, and increasing the reaction exothermicity.
authors.affiliation: Departamento de Química, División de Ciencias Básicas e Ingeniería, Universidad Autónoma Metropolitana-Iztapalapa, A.P. 55-534, México, D.F. 09340, Mexico.
authors.forename: Galdina Vanessa
authors.initials: GV
authors.lastname: Suárez-Moreno
authors.forename: Eduardo
authors.initials: E
authors.lastname: González-Zamora
authors.forename: Francisco
authors.initials: F
authors.lastname: Méndez
mesh_terms: D002384:Catalysis; D003500:Cyclization; D003516:Cycloparaffins / Q000737:chemistry*; D005030:Ethylenes / Q000737:chemistry; D015394:Molecular Structure; D010080:Oxazoles / Q000737:chemistry*
chemical_list: D003516:Cycloparaffins; D005030:Ethylenes; D010080:Oxazoles; C036216:ethylene