The Stereoselective Formation of Bicyclic Enamines with Bridgehead Unsaturation via Tandem C−H Bond Activation/Alkenylation/Electrocyclization
- 1 February 2008
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 130 (8), 2452-2453
- https://doi.org/10.1021/ja710981b
Abstract
Bridgehead bicyclic unsaturated enamines were prepared by a tandem rhodium-catalyzed C−H bond activation/alkenylation/electrocyclization of alkyne-tethered unsaturated imines. These strained bicyclic enamines exhibit unique reactivity: for example, they give N-alkylated products upon treatment with alkylating reagents and undergo double-bond isomerization to alleviate ring strain upon reduction.Keywords
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