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Molecules 2016, 21(6), 713;

Organocatalyzed Intramolecular Carbonyl-Ene Reactions

Department of Chemistry and Biochemistry, Berry College, P.O. Box 495016, Mt. Berry, GA 30149, USA
Author to whom correspondence should be addressed.
Academic Editor: Raquel P. Herrera
Received: 2 May 2016 / Revised: 24 May 2016 / Accepted: 27 May 2016 / Published: 31 May 2016
(This article belongs to the Collection Recent Advances in Organocatalysis)
Full-Text   |   PDF [1748 KB, uploaded 31 May 2016]   |  


An organocatalyzed intramolecular carbonyl-ene reaction was developed to produce carbocyclic and heterocyclic 5- and 6-membered rings from a citronellal-derived trifluoroketone and a variety of aldehydes. A phosphoramide derivative was found to promote the cyclization of the trifluoroketone, whereas a less acidic phosphoric acid proved to be a superior catalyst for the aldehyde substrates. View Full-Text
Keywords: organocatalysis; carbonyl-ene; phosphoric acid; N-triflylphosphoramide organocatalysis; carbonyl-ene; phosphoric acid; N-triflylphosphoramide

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Dahlmann, H.A.; McKinney, A.J.; Santos, M.P.; Davis, L.O. Organocatalyzed Intramolecular Carbonyl-Ene Reactions. Molecules 2016, 21, 713.

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