Asymmetric Conjugate Addition of Ketones to Maleimides Organocatalyzed by a Chiral Primary Amine-Salicylamide.

Autor: Torregrosa-Chinillach A; Department of Organic Chemistry, Faculty of Sciences, Institute of Organic Synthesis (ISO), University of Alicante, Apdo. 99, 03080 Alicante, Spain., Chinchilla R; Department of Organic Chemistry, Faculty of Sciences, Institute of Organic Synthesis (ISO), University of Alicante, Apdo. 99, 03080 Alicante, Spain.
Jazyk: angličtina
Zdroj: Molecules (Basel, Switzerland) [Molecules] 2022 Oct 07; Vol. 27 (19). Date of Electronic Publication: 2022 Oct 07.
DOI: 10.3390/molecules27196668
Abstrakt: Enantioenriched substituted succinimides are interesting compounds, and their asymmetric organocatalytic synthesis by the conjugated addition of ketones to maleimides has been scarcely explored. This study shows the enantioselective conjugate addition of ketones to maleimides organocatalyzed by a simple primary amine-salicylamide derived from a chiral trans -cyclohexane-1,2-diamine, which provides the desired succinimides in good to excellent yields (up to 98%) and with moderate to excellent enantioselectivities (up to 99%).
Competing Interests: The authors declare no conflict of interest.
Databáze: MEDLINE
Externí odkaz:
Nepřihlášeným uživatelům se plný text nezobrazuje