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A dearomatizing, thionium ion cyclization for the synthesis of functionalized, azaspirocyclic cyclohexadienones
Authors:Ovens Caroline  Martin Nathaniel G  Procter David J
Affiliation:School of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, United Kingdom.
Abstract:Thionium ions, generated by the addition of thiols to N-benzylglyoxamides, undergo a dearomatizing spirocyclization. The alkyl or arylsulfanyl group introduced during the thionium ion cyclization can act as a synthetic handle and a stereochemical control element during modifications of the azaspirocyclic frameworks (R(F) = CH(2)CH(2)C(8)F(17)).
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