title: An efficient Ugi-3CR/aza Diels-Alder/Pomeranz-Fritsch protocol towards novel aza-analogues of (±)-nuevamine, (±)-lennoxamine and magallanesine: a diversity oriented synthesis approach.
abstract: A rapid and efficient synthesis of a series of (±)-nuevamine, (±)-lennoxamine and magallanesine aza analogues is described. The synthetic strategy involves Ugi-3CR and two further condensation processes, aza-Diels-Alder cycloaddition and the Pomeranz-Fritsch reaction. The variation of the chain-size in aldehyde moieties provided structural diversity in only two operational reaction steps.
authors.affiliation: Departamento de Química, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina Iztapalapa, Ciudad de México, C.P. 09340, Mexico. egz@xanum.uam.mx.
authors.forename: Óscar
authors.initials: Ó
authors.lastname: Vázquez-Vera
authors.affiliation: Departamento de Química, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina Iztapalapa, Ciudad de México, C.P. 09340, Mexico. egz@xanum.uam.mx.
authors.forename: Jorge S
authors.initials: JS
authors.lastname: Sánchez-Badillo
authors.affiliation: Departamento de Química, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina Iztapalapa, Ciudad de México, C.P. 09340, Mexico. egz@xanum.uam.mx.
authors.forename: Alejandro
authors.initials: A
authors.lastname: Islas-Jácome
authors.affiliation: Departamento de Química, Universidad de Guanajuato, Noria Alta S/N, Col. Noria Alta, C. P. 36050, Guanajuato, Gto., México.
authors.forename: Manuel A
authors.initials: MA
authors.lastname: Rentería-Gómez
authors.affiliation: Departamento de Química, Universidad de Guanajuato, Noria Alta S/N, Col. Noria Alta, C. P. 36050, Guanajuato, Gto., México.
authors.forename: Shrikant G
authors.initials: SG
authors.lastname: Pharande
authors.affiliation: Departamento de Química, Universidad de Guanajuato, Noria Alta S/N, Col. Noria Alta, C. P. 36050, Guanajuato, Gto., México.
authors.forename: Carlos J
authors.initials: CJ
authors.lastname: Cortes-García
authors.affiliation: Departamento de Biotecnología, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina Iztapalapa, Ciudad de México, C.P. 09340, Mexico.
authors.forename: Mónica A
authors.initials: MA
authors.lastname: Rincón-Guevara
authors.affiliation: Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, Circuito Exterior s/n, CU, Del. Coyoacán, C. P. 04510, Ciudad de México, Mexico.
authors.forename: Ilich A
authors.initials: IA
authors.lastname: Ibarra
authors.affiliation: Departamento de Química, Universidad de Guanajuato, Noria Alta S/N, Col. Noria Alta, C. P. 36050, Guanajuato, Gto., México.
authors.forename: Rocío
authors.initials: R
authors.lastname: Gámez-Montaño
authors.affiliation: Departamento de Química, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina Iztapalapa, Ciudad de México, C.P. 09340, Mexico. egz@xanum.uam.mx.
authors.forename: Eduardo
authors.identifier: http://orcid.org/0000-0002-3995-9126
authors.initials: E
authors.lastname: González-Zamora
mesh_terms: D004146:Dioxanes / Q000138:chemical synthesis* / Q000737:chemistry; D026121:Indole Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D004146:Dioxanes; D026121:Indole Alkaloids; C442893:lennoxamine; C000626201:magallanesine; C000626200:nuevamine