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

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 met...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2021-12, Vol.57 (98), p.13365-13368
Main Authors: Yang, Lei, Xu, Wen-Qiang, Liu, Tao, Wu, Yichen, Wang, Biqin, Wang, Peng
Format: Article
Language:English
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Summary: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. 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.
ISSN:1359-7345
1364-548X
DOI:10.1039/d1cc05576c