Electron transfer initiated heterogenerative cascade cyclizations: polyether synthesis under nonacidic conditions |
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Authors: | Kumar V Satish Aubele Danielle L Floreancig Paul E |
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Institution: | Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA. |
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Abstract: | reaction: see text] Single-electron oxidation has been employed to initiate heterogenerative cascade cyclization reactions that form polyether compounds under essentially neutral conditions. The reactions proceed through mesolytic benzylic carbon-carbon bond cleavages of homobenzylic ether-derived radical cations followed by intramolecular epoxonium ion formation, leading to further cyclizations. Both oligotetrahydrofuran and tetrahydropyran structures can be prepared by altering substrate topography. |
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