Abstract
We report the asymmetric amino-Cope rearrangement of some novel 3-amino-1,5-diene substrates to yield enantiomerically enriched 3-alkyl and 3-aryl aldehyde products. We have developed a system that gives excellent and comparable levels of product enantiomeric excess (ee) for both alkyl- and aryl-substituted products. Our results have implications for the control of the mechanistic pathway of the amino-Cope rearrangement and thus its potential utility in asymmetric synthesis.
ACKNOWLEDGMENTS
We thank Syngenta (joint studentship support to C. H. P.), GlaxoSmithKline (joint studentship to M. E.), and the University of Loughborough for facilities and financial support.