A Journey to SPSiOL, a New Type of Chiral Ligand Scaffold

• 作者: Hong-Chao Chen Xin Chang
• 来源期刊: 中国化学（英文版）
• 年，卷（期）: 2020,（10）
• 所属期刊栏目: Inside Story
• 页码范围: 1203-1204
• 页数: 2页
• 语种: 英文
• DOI: 10.1002/cjoc.202000256

摘要

The development of privileged chiral architectures, which are versatile for various chiral ligands or organocatalysts preparation with superior performance in a variety of organic transformations,has significantly pushed forward the advancement of asymmetric catalysis.However, only a few scaffolds could be seen as privileged chiral backbones, including BINOL-, SPINOL-, TADDOL-, quinine-, planar chiral ferrocene-based backbones and others.[1] In view of the importance of novel chiral ligand skeletons in asymmetric catalysis, our group came up with a design of Si-centered spirocyclic skeletons, which could serve as a platform for new chiral ligands and organocatalysts preparation.In term of the electronegativity of Si, the longer C-Si bond (C-Si vs.C-C: ca 1.87(A) vs.ca 1.53(A), bigger atomic radius (Si vs.C: 111 pm vs.67 pm), and vertical configuration of Si-centered spirocycles in comparison to C-centered spirocyclic scaffolds,[2] the new skeletons might lead to a different reactive behavior in asymmetric catalysis (Scheme 1A).