4.7 Article

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

Journal

CHEMICAL COMMUNICATIONS
Volume 57, Issue 98, Pages 13365-13368

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1cc05576c

Keywords

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Funding

  1. National Natural Science Foundation of China [22171277, 22101291, 21821002, 21772135]
  2. Shanghai Rising-Star Program [20QA1411400]
  3. Shanghai Institute of Organic Chemistry, State Key Laboratory of Organometallic Chemistry

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The synthesis of a Si-centered spirocyclic skeleton, SPOSiOL, and its derived chiral ligands were reported in this study, showcasing their potential in transition metal-catalyzed asymmetric reactions. This finding emphasizes the value of Si-centered spirocyclic scaffolds in asymmetric catalysis.
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.

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