Please use this identifier to cite or link to this item:
|Title:||Chiral squaramide-catalyzed asymmetric synthesis of pyranones and pyranonaphthoquinones via cascade reactions of 1,3-dicarbonyls with Morita–Baylis–Hillman acetates of nitroalkenes|
|Authors:||Nair, Divya K|
Menna-Barreto, F. S
Silva Junior, Eufrânio N. da
Mobin, Shaikh M
Namboothiri, Irishi N. N
|Affilliation:||Indian Institute of Technology Bombay. Department of Chemistry. Mombai, India.|
Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Rio de Janeiro, RJ, Brasil.
Universidade Federal de Minas Gerais. Departamento de Química. Instituto de Ciências Exatas. Belo Horizonte, MG, Brasil.
Indian Institute of Technology Bombay.National Single-Crystal X-Ray Diffraction Facility. Mumbai, India.
Indian Institute of Technology Bombay. Department of Chemistry. Mombai, India.
|Abstract:||Cascade reactions of 1,3-dicarbonyls with Morita–Baylis–Hillman acetates of nitroalkenes using a quinine derived chiral squaramide organocatalyst led to the formation of pyranones and pyranonaphthoquinones in good to excellent yields and high diastereo- and enantioselectivities. Representative examples of the reaction scale-up with a much lower catalyst loading without an appreciable loss of selectivities and synthetic transformations of the products are also reported here. The compounds described herein for the first time were evaluated against the infective bloodstream form of Trypanosoma cruzi, the etiological agent of Chagas disease, since the structures are related to bioactive α-lapachones.|
Doença de Chagas
|Publisher:||Royal Society of Chemestry|
|Citation:||NAIR, Divya K et al. Chiral squaramide-catalyzed asymmetric synthesis of pyranones and pyranonaphthoquinones via cascade reactions of 1,3-dicarbonyls with Morita–Baylis–Hillman acetates of nitroalkenes. Chem. Commun.,n.50, p. 6973-6976, 2014.|
|Appears in Collections:||IOC - Artigos de Periódicos|
Files in This Item:
|ruben_mennabarretoetal_IOC_2014.pdf||2.06 MB||Adobe PDF||View/Open|
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.