Rhodium-Catalyzed Synthesis of Chiral Monohydrosilanes by Intramolecular C-H Functionalization of Dihydrosilanes

被引:70
|
作者
Ma, Wenpeng [1 ,2 ,3 ]
Liu, Li-Chuan [1 ,2 ,3 ]
An, Kun [1 ,2 ,3 ]
He, Tao [1 ,2 ,3 ]
He, Wei [1 ,2 ,3 ]
机构
[1] Tsinghua Univ, MOE Key Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China
[2] Tsinghua Univ, Sch Pharmaceut Sci, Beijing 100084, Peoples R China
[3] Tsinghua Univ, Tsinghua Peking Joint Ctr Life Sci, Beijing 100084, Peoples R China
基金
中国国家自然科学基金; 中国博士后科学基金;
关键词
desymmetrization; dihydrosilanes; enantioselectivity; monohydrosilane; rhodium; SILICON-STEREOGENIC SILANES; ASYMMETRIC-SYNTHESIS; DEHYDROGENATIVE SILYLATION; ENANTIOSELECTIVE SYNTHESIS; BOND ACTIVATION; CONSTRUCTION; DESYMMETRIZATION; SILACYCLOBUTANES; HYDROSILYLATION; KETONES;
D O I
10.1002/anie.202013041
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The preparation of chiral monohydrosilanes remains a rarely achieved goal. To this end a Rh-catalyzed desymmetrization of dihydrosilanes by way of intramolecular C(sp(2))-H functionalization under simple and mild conditions has now been developed. This method provides easy access to a broad range of chiral monohydrosilanes in good yields with excellent enantioselectivities (up to >99 % ee). The resulting monohydrosilanes constitute a good platform to access stereogenic silicon compounds, as well as useful compounds to probe silicon stereochemistry.
引用
收藏
页码:4245 / 4251
页数:7
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