Concise synthesis and applications of enantiopure spirobiphenoxasilin-diol and its related chiral ligands
Lei Yang, Wenqiang Xu, Tao Liu, Yichen Wu, Bi‐Qin Wang, Peng Wang
Abstract
The development of chiral architectures for chiral ligand and catalyst discovery is essential for asymmetric catalysis. Herein, we report the concise synthesis of a Si-centered spirocyclic skeleton, spirobiphenoxasilin-diol (SPOSiOL), and its derived chiral ligands. Using the chemical resolution method, the optical SPOSiOL could be obtained in high yield on a gram scale. Preliminary studies indicated that this ligand scaffold has great potential in transition metal-catalyzed asymmetric reactions. This finding further highlights that the Si-centered spirocyclic scaffolds are of great value in asymmetric catalysis.
Topics & Concepts
Enantiopure drugCatalysisEnantioselective synthesisChiral ligandLigand (biochemistry)Combinatorial chemistryKinetic resolutionChemistryDiolYield (engineering)NanotechnologyStereochemistryMaterials scienceOrganic chemistryBiochemistryMetallurgyReceptorAsymmetric Synthesis and CatalysisCyclopropane Reaction MechanismsSynthetic Organic Chemistry Methods