Articles by Anton Axelsson in JoVE
Other articles by Anton Axelsson on PubMed
Ionic Liquids As Precatalysts in the Highly Stereoselective Conjugate Addition of α,β-unsaturated Aldehydes to Chalcones Chemistry (Weinheim an Der Bergstrasse, Germany). Oct, 2014 | Pubmed ID: 25201607 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 materials.