Post-Ugi Cascade Transformations for Accessing Diverse Chromenopyrrole Collections.

Autor: Srinivasulu V, Sieburth SM; Department of Chemistry, Temple University , 201 Beury Hall, Philadelphia, Pennsylvania 19122, United States., El-Awady R, Kariem NM, Tarazi H, O'Connor MJ; New York University Abu Dhabi , P.O. Box 129188, Saadiyat Island, Abu Dhabi, UAE., Al-Tel TH
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2018 Feb 02; Vol. 20 (3), pp. 836-839. Date of Electronic Publication: 2018 Jan 12.
DOI: 10.1021/acs.orglett.7b03986
Abstrakt: Employing a build/couple/pair strategy, a serendipitous one-pot protocol for the diastereoselective construction of diverse collections of chromenopyrroles is described. This methodology features an unprecedented five-step cascade including azomethine ylide generation followed by in situ intramolecular [3 + 2]-cycloaddition. Furthermore, this protocol was extended to access enantiopure chromenopyrroles using amino acids as chiral auxiliary. Moreover, postpairing reactions were employed to increase the diversity and complexity of our pilot compound collections.
Databáze: MEDLINE