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Oxidative Demetalation of Cyclohexadienyl Ruthenium(II) Complexes:  A Net Ru-Mediated Dearomatization

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posted on 29.04.2003, 00:00 by F. Christopher Pigge, John J. Coniglio, Nigam P. Rath
An experimentally simple method for the demetalation of spirocyclic cyclohexadienylruthenium(II) complexes has been developed. Treatment of an alkoxy-substituted cyclohexadienyl complex with CuCl2 affords either azaspiro[4.5]decane derivatives or heavily functionalized tetrahydroisoquinolines. The former reaction manifold completes a net Ru-mediated dearomatization as the organometallic starting materials are prepared from (η6-arene)RuII precursors. Both of these heterocyclic products are well suited for further synthetic elaboration.