Tertiary cyclopropyl carbagermatranes: synthesis and cross-coupling

The construction of the cyclopropyl quaternary carbon center can afford a series of 1,1-olefin bioisosteres. Here, we report tertiary cyclopropyl carbagermatranes, which can be easily obtained by the zinc-mediated decarboxylation of NHP esters. In addition, they exhibit efficient reactivity in the palladium-catalyzed cross-coupling reaction and orthogonal reactivity with boron reagents, therefore acting as robust nucleophiles for the synthesis of tertiary cyclopropane and efficient intermediates for the formation of quaternary centers.

Automated summary

The study focused on tertiary cyclopropyl carbagermatranes obtained through zinc-mediated decarboxylation, which showed efficient reactivity in palladium-catalyzed cross-coupling reactions. They also exhibited orthogonal reactivity with boron reagents, acting as robust nucleophiles for the synthesis of tertiary cyclopropane and efficient intermediates for quaternary center formation.