Interconversion of cis‐ and trans‐Fused Oxabicyclo[5.2.0]nonan‐2‐ones |
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| Authors: | Kerstin Schmidt Paul Margaretha |
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| Institution: | 1. Department of Chemistry, University of Hamburg, Martin‐Luther‐King‐Platz 6, D‐20146 Hamburg, (phone: +49‐40‐428384316;2. fax: +49‐40‐428385592) |
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| Abstract: | On irradiation (350 nm) in the presence of alkenes (2,3‐dimethylbut‐2‐ene, 1,1‐dimethoxyethene, and 2,4,4‐trimethylpent‐1‐ene), benzoxepinone 1 and dioxepinone 2 are converted into mixtures of cis‐ and trans‐fused oxabicyclo5.2.0]nonan‐2‐ones. Their relative thermodynamic stabilities (as reflected by the observed diastereoisomer ratios after equilibration with basic alumina) depend on the substitution pattern of the alkene moiety. |
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| Keywords: | Photocycloadditions Oxepinones Cycloadditions Oxabicyclo[5 2 0]nonan‐2‐ones |
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