Asymmetric Synthesis and Application of Chiral Spirosilabiindanes

被引：66

作者：

Chang, Xin ^{[1
,3
]}

Ma, Pei-Long ^{[1
]}

Chen, Hong-Chao ^{[1
]}

Li, Chuan-Ying ^{[3
]}

Wang, Peng ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, State Key Lab Organometall Chem, Ctr Excellence Mol Synth, Shanghai Inst Organ Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, CAS Key Lab Energy Regulat Mat, 345 Lingling Rd, Shanghai 200032, Peoples R China

[3] Zhejiang Sci Tech Univ, Dept Chem, Hangzhou 310018, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2020年 / 59卷 / 23期

基金：

中国国家自然科学基金;

关键词：

asymmetric catalysis; ligand design; silanes; spirocompounds; synthetic methods; ENANTIOSELECTIVE HYDROGENATION; DEHYDROGENATIVE SILYLATION; RHODIUM; LIGANDS; 1,1'-SPIROBIINDANE-7,7'-DIOL; EFFICIENT;

D O I：

10.1002/anie.202002289

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reported here is the development of a class of chiral spirosilabiindane scaffolds by Rh-catalyzed asymmetric double hydrosilation, for the first time. Enantiopure SPSiOL (spirosilabiindane diol), a new type of chiral building block for the preparation of various chiral ligands and catalysts, was readily prepared on greater than 10 gram scale using this protocol. The potential of this new spirosilabiindane scaffold in asymmetric catalysis was preliminarily demonstrated by development of the corresponding monodentate phosphoramidite ligands (SPSiPhos), which were used in both a Rh-catalyzed hydrogenation and a Pd-catalyzed intramolecular carboamination.

引用

页码：8937 / 8940

页数：4

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