Tertiary cyclopropyl carbagermatranes: synthesis and cross-coupling

Chem Commun (Camb). 2021 Aug 25;57(66):8143-8146. doi: 10.1039/d1cc02930d. Epub 2021 Jul 27.

Abstract

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.