Title: Chiral Ionic Liquid Mediated Diels-Alder Reaction Between Anthrone Enolate and Maleimides
Volume: 7
Issue: 4
Author(s): Nitin A. Mirgane, Mohammed Hasan H. Akhtar and Anil V. Karnik
Affiliation:
Keywords:
Chiral ionic liquid, diels-alder reaction, bronsted base, green solvents, enantioselective, HPLC
Abstract: A chiral ionic liquid, 1-butyl-3-methylimidazolium (T-4)-bis[(2S)-2-(hydroxy-κO) propanoato-κO]borate (BMIm+BLLB-), has been used as organocatalyst and asymmetric inducer in Diels-Alder reactions between anthrone and various maleimides. This greener solvent makes the reaction faster, proceeds with quantitative yields and exhibits moderate enantioselectivity. Stereochemical outcome suggests a more organized transition state in ionic liquid involving hydrogen bonding and polar interactions.
