Synthese und Pyrolyse einer Triafulven??Vorstufe

…, M Neuenschwander, P Engel

Index: Muehlebach, Michel; Neuenschwander, Markus; Engel, Peter Helvetica Chimica Acta, 1993 , vol. 76, p. 2089 - 2110

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Citation Number: 7

Abstract

In view of retro-Dirk-Alder reactions (RDA reactions), the triafulvene precursor 3 has been prepared in a simple three-step synthesis by dibromocarbene addition at dibenzo-barrelene (11-+ 12; a%), halogen-Li exchange followed by methylation (12+ 14, 100%) and HBr elimination (14+ 3, 62%)(Scheme 3). Reactivity of the so far unknown bridged 1, I- dibromocyclopropane 12 has been explored, including reductions, allylic rearrangements, ...