Concise synthesis and applications of enantiopure spirobiphenoxasilin-diol and its related chiral ligands?

Chemical Communications Pub Date: 2021-11-18 DOI: 10.1039/D1CC05576C

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.

Graphical abstract: Concise synthesis and applications of enantiopure spirobiphenoxasilin-diol and its related chiral ligands
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