Palladium-catalyzed, stereoselective rearrangement of a tetracyclic allyl cyclopropane under arylation |
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Authors: | Storsberg Jörg Yao Min-Liang Ocal Nüket de Meijere Armin Adam Arnold E W Kaufmann Dieter E |
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Affiliation: | Institut für Organische Chemie der Technischen Universit?t Clausthal, Leibnizstr. 6, D-38678, Clausthal-Zellerfeld, Germany. |
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Abstract: | The first example of a pi,sigma domino-Heck reaction under concomitant rearrangement of the tetracyclic allylcyclopropane endo,exo-bishomobarrelene (5) is reported; the stereoselective reaction proceeds via an intramolecular insertion of a primarily-formed carbopalladation intermediate into a strained cyclopropane C-C sigma-bond, giving 9. |
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