Further studies on the application of vinylogous amides and β-halovinylaldehydes to the regiospecific synthesis of unsymmetrical, polyfunctionalized 2,3,4- and 1,2,3,4- substituted pyrroles

Autor:	Matt Mahoney, Alex Shimozono, Evan Crawford, Rene P.F. Kanters, James A. Sikorski, Raymond N. Dominey, Jeffrey Noble, Campbell Heese, John T. Gupton, Evan Clark, Daniel C. Fisher, Emma W. Goldman, Carlos Perez Mandry, Joe Ortolani
Rok vydání:	2018
Předmět:	chemistry.chemical_compound chemistry 010405 organic chemistry Organic Chemistry Drug Discovery Rapid access 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry Article 0104 chemical sciences Pyrrole
Zdroj:	Tetrahedron. 74:2650-2663
ISSN:	0040-4020
DOI:	10.1016/j.tet.2018.04.017
Popis:	Highly functionalized pyrroles with appropriate regiochemical functionality represent an important class of marine natural products and potential drug candidates. We describe herein a detailed study of the reaction of α-aminoacid esters with vinylogous amides and also β-halovinylaldehydes for the regiospecific synthesis of 2,3,4-trisubstituted and 1,2,3,4-tetrasubstituted pyrroles. Since the vinylogous amides and β-halovinylaldehydes are readily available precursors, rapid access to a wide variety of unsymmetrically substituted pyrroles is accomplished via this methodology.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::f987d929dbcbe8a737edb9dc6ebe279a https://doi.org/10.1016/j.tet.2018.04.017 Zobrazit plný text záznamu Full Text from ScienceDirect