0000000001320437
AUTHOR
Joachim Bijl
Ionic liquids as precatalysts in the highly stereoselective conjugate addition of α,β-unsaturated aldehydes to chalcones.
Imidazolium-based ionic liquids (ILs) serve both as recyclable reaction media and as precatalysts for the N-heterocyclic carbene-catalyzed conjugate addition of α,β-unsaturated aldehydes to chalcones. The reaction produces a broad scope of 1,6-ketoesters incorporating an anti-diphenyl moiety in high yields and with high stereoselectivity. In recycling experiments, the IL can be reused up to five times with retained reactivity and selectivity. Moreover, the 1,6-ketoesters form self-assembled organogels in aliphatic hydrocarbons. The reaction protocol is robust, easily operated, scalable and highly functionalized compounds can be obtained from inexpensive and readily accessible starting mater…
CCDC 1010853: Experimental Crystal Structure Determination
Related Article: Linda Ta, Anton Axelsson, Joachim Bijl, Matti Haukka, Henrik Sundén|2014|Chem.-Eur.J.|20|13889|doi:10.1002/chem.201404288