Diastereoselective and one-pot synthesis of trans-isoquinolonic acids via three-component condensation of homophthalic anhydride, aldehydes, and ammonium acetate catalyzed by aspartic acid

0435612 - FZÚ 2015 RIV GB eng J - Článek v odborném periodiku
Ghorbani-Choghamarani, A. - Hajjami, M. - Norouzi, M. - Abbasityula, Y. - Eigner, Václav - Dušek, Michal
Diastereoselective and one-pot synthesis of trans-isoquinolonic acids via three-component condensation of homophthalic anhydride, aldehydes, and ammonium acetate catalyzed by aspartic acid.
Tetrahedron. Roč. 69, č. 32 (2013), s. 6541-6544. ISSN 0040-4020. E-ISSN 1464-5416
Grant ostatní: AV ČR(CZ) AP0701
Program: Akademická prémie - Praemium Academiae
Institucionální podpora: RVO:68378271
Klíčová slova: isoquinolonic acid * diastereoselective * aldehyde * homophthalic anhydride * ammonium acetate
Kód oboru RIV: CC - Organická chemie
Impakt faktor: 2.817, rok: 2013

Aspartic acid has been developed as a versatile and highly efficient organocatalyst for the three component combination of homophthalic anhydride, aldehydes, and ammonium acetate to afford transisoquinolonic acids. The reactions were carried out in acetonitrile under reflux conditions. Aspartic acid as an efficient organocatalyst exhibits dramatically improved diastereoselectivity compared with previously reported catalysts for this synthetic strategy.
Trvalý link: http://hdl.handle.net/11104/0239422