32768 20210121114449.0 doi 10.3390/sym7031519 sideral 92969 ART-2015-92969 eng (orcid)0000-0001-9988-0287 Sonsona, I.G. Enantioselective organocatalyzed synthesis of 2-amino-3-cyano-4H-chromene derivatives 2015 Access copy available to the general public Unrestricted The structural motif that results from the fusion of a benzene ring to a heterocyclic pyran ring, known as chromene, is broadly found in nature and it has been reported to be associated with a wide range of biological activity. Moreover, asymmetric organocatalysis is a discipline in expansion that is already recognized as a well-established tool for obtaining enantiomerically enriched compounds. This review covers the particular case of the asymmetric synthesis of 2-amino-3-cyano-4H-chromenes using organocatalysis. Herein, we show the most illustrative examples of the methods developed by diverse research groups, following a classification based on these five different approaches: (1) addition of naphthol compounds to substituted a, a-dicyanoolefins; (2) addition of malononitrile to substituted o-vinylphenols; (3) addition of malononitrile to N-protected o-iminophenols; (4) Michael addition of nucleophiles to 2-iminochromene derivatives; and (5) organocatalyzed formal 4+2] cycloaddition reaction. In most cases, chiral thioureas have been found to be effective catalysts to promote the synthetic processes, and generally a bifunctional mode of action has been envisioned for them. In addition, squaramides and cinchona derivatives have been occasionally used as suitable catalysts for the substrates activation. info:eu-repo/grantAgreement/ES/DGA/E104 info:eu-repo/grantAgreement/ES/MICINN/CTQ2013-44367-C2-1-P info:eu-repo/grantAgreement/ES/UZ/JIUZ-2014-CIE-07 info:eu-repo/semantics/openAccess by http://creativecommons.org/licenses/by/3.0/es/ 0.841 2015 MULTIDISCIPLINARY SCIENCES 30 / 62 = 0.484 2015 Q2 T2 0.349 2015 Chemistry (miscellaneous) 2015 Q2 Computer Science (miscellaneous) 2015 Q2 Mathematics (miscellaneous) 2015 Q3 Physics and Astronomy (miscellaneous) 2015 Q3 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion (orcid)0000-0001-6832-8983 Marqués-López, E. Universidad de Zaragoza (orcid)0000-0002-5244-9569 Herrera, R.P. Universidad de Zaragoza 2013 765 Universidad de Zaragoza Dpto. Química Orgánica Área Química Orgánica 7, 3 (2015), 1519-1535 Symmetry (Basel) SYMMETRY-BASEL 2073-8994 944573 http://zaguan.unizar.es/record/32768/files/texto_completo.pdf Versión publicada 88927 http://zaguan.unizar.es/record/32768/files/texto_completo.jpg?subformat=icon icon Versión publicada oai:zaguan.unizar.es:32768 articulos driver 2021-01-21-10:45:06 ARTICLE