Yotphan Sirilata, Bergman Robert G, Ellman Jonathan A
Department of Chemistry, University of California, Berkeley, California 94720, USA.
J Am Chem Soc. 2008 Feb 27;130(8):2452-3. doi: 10.1021/ja710981b. Epub 2008 Feb 5.
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 -Alkylated products upon treatment with alkylating reagents and undergo double bond isomerization to alleviate ring strain upon reduction.
桥头双环不饱和烯胺是通过铑催化的炔基连接的不饱和亚胺的C-H键活化/烯基化/电环化串联反应制备的。这些张力双环烯胺表现出独特的反应性:例如,它们在用烷基化试剂处理时生成β-烷基化产物,并在还原时发生双键异构化以减轻环张力。