Palladium-catalyzed, stereoselective rearrangement of a tetracyclic allyl cyclopropane under arylation.
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.
Storsberg
Jörg
J
Institut für Organische Chemie der Technischen Universität Clausthal, Leibnizstr. 6, D-38678, Clausthal-Zellerfeld, Germany.
Yao
Min-Liang
ML
Ocal
Nüket
N
de Meijere
Armin
A
Adam
Arnold E W
AE
Kaufmann
Dieter E
DE