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