Tertiary cyclopropyl carbagermatranes: synthesis and cross-coupling
Shuo Yang, Weitao Jiang, Bin Xiao
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.
Topics & Concepts
CyclopropaneNucleophileChemistryCoupling (piping)QuaternaryRing (chemistry)Organic chemistryMaterials scienceGeologyCatalysisPaleontologyMetallurgyCyclopropane Reaction MechanismsSynthetic Organic Chemistry MethodsAsymmetric Synthesis and Catalysis