Vázquez-Vera Óscar, Sánchez-Badillo Jorge S, Islas-Jácome Alejandro, Rentería-Gómez Manuel A, Pharande Shrikant G, Cortes-García Carlos J, Rincón-Guevara Mónica A, Ibarra Ilich A, Gámez-Montaño Rocío, González-Zamora Eduardo
Departamento de Química, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina Iztapalapa, Ciudad de México, C.P. 09340, Mexico.
Departamento de Química, Universidad de Guanajuato, Noria Alta S/N, Col. Noria Alta, C. P. 36050, Guanajuato, Gto., México.
Org Biomol Chem. 2017 Mar 15;15(11):2363-2369. doi: 10.1039/c6ob02572b.
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.
描述了一系列(±)-新烟碱、(±)-伦诺昔明和马加拉宁氮杂类似物的快速高效合成。合成策略涉及乌吉三组分反应(Ugi-3CR)以及另外两个缩合过程,即氮杂狄尔斯-阿尔德环加成反应和波默兰茨-弗里奇反应。醛基部分链大小的变化仅通过两个操作反应步骤就提供了结构多样性。