Diastereo- and Enantioselective Copper Catalyzed Formal Hydroallylation of Cyclopropenes

Carbometalations of cyclopropene derivatives dominate the literature as a way to decorate the cyclopropane core. The majority of these methods require the use of strongly nucleophilic reaction partners like Grignard reagents or organozinc compounds which show only a limited functional group tolerance. The present study therefore focused on the development of a protocol that allows the utilization of otherwise incompetent coupling partners.

To this end, we were able to install a variety of functionalized allyl moieties onto the cyclopropane core in a diastereo- and enantioselective manner. By exploiting the in situ formation of reactive copper-hydride species, new cyclopropyl derivatives could be accessed in an efficient manner.