Transformation of cis-enyne-substituted oxiranes to 2-vinylfurans seven-membered cycloallenes as intermediates |
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Authors: | Joachim Roser Wolfgang Eberbach |
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Affiliation: | Chemisches Laboratorium der Universität, Albertstr. 21, D-78 Freiburg, FRG |
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Abstract: | Upon thermal activation the 1,2-epoxy-(Z)-3-hexen-5-ynes 5a- are transformed predominately into the 2-vinylfurans 9a-/10a-. A reaction mechanism is proposed which involves the formation of 7-membered cycloallenes (structure 3) as central intermediates. |
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