Financial support was provided by the NIH (GM-47480); J.A.D. is grateful for a LaMattina Graduate Fellowship. We thank E. M. Vieira for helpful suggestions.
Enantioselective Synthesis of Quaternary Carbon Stereogenic Centers through Copper-Catalyzed Conjugate Additions of Aryl- and Alkylaluminum Reagents to Acyclic Trisubstituted Enones†
Article first published online: 18 JUN 2013
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 52, Issue 31, pages 8156–8159, July 29, 2013
How to Cite
Dabrowski, J. A., Villaume, M. T. and Hoveyda, A. H. (2013), Enantioselective Synthesis of Quaternary Carbon Stereogenic Centers through Copper-Catalyzed Conjugate Additions of Aryl- and Alkylaluminum Reagents to Acyclic Trisubstituted Enones . Angew. Chem. Int. Ed., 52: 8156–8159. doi: 10.1002/anie.201304035
- Issue published online: 23 JUL 2013
- Article first published online: 18 JUN 2013
- Manuscript Received: 10 MAY 2013
- NIH. Grant Number: GM-47480
- enantioselective conjugate additions;
- N-heterocyclic carbenes;
- quaternary carbons
Acyclic quaternary carbons by conjugate addition: The first examples of catalytic enantioselective conjugate additions of aryl and alkyl units that generate acyclic all-carbon quaternary stereogenic centers have been developed (see scheme). The requisite organoaluminum reagents can either be prepared in situ from easily available organolithiums or purchased at low cost.