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- ISSN: 1570-1786
- E-ISSN: 1875-6255
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Chiral Ionic Liquid Mediated Diels-Alder Reaction Between Anthrone Enolate and Maleimides
- Source: Letters in Organic Chemistry, Volume 7, Issue 4, Jun 2010, p. 343 - 347
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- 01 Jun 2010
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.
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