南方科技大学知识苑(SUSTech KC): Copper-Catalyzed Desymmetrization of Prochiral Silanediols to Silicon-Stereogenic Silanols

题名	Copper-Catalyzed Desymmetrization of Prochiral Silanediols to Silicon-Stereogenic Silanols
作者	Gao, Jihui1,2,3 ; Mai, Pei-Lin2,3 ; Ge, Yicong 2,3,4; Yuan, Wei2,3 ; Li, Yingzi 5; He, Chuan2,3
通讯作者	Li, Yingzi; He, Chuan
发表日期	2022-07-01
DOI	10.1021/acscatal.2c02482
发表期刊	ACS Catalysis 影响因子和分区
ISSN	2155-5435
卷号	12 期号:14页码:8476-8483
摘要	Despite the growing demand for the enantioenriched silicon-stereogenic silanols in materials science, medicinal chemistry, and modern synthetic chemistry, the catalytic asymmetric synthesis of which remains a considerable challenge compared with their carbinol analogues. Herein, a copper-catalyzed desymmetrization of silanediols for the synthesis of various functionalized chiral silanols is demonstrated. The reaction features high atom economy, decent yield with excellent stereoselectivity, and H-2 as the sole byproduct. Key to the success for discrimination of the gem-diol groups in silanediol relies on an enantioselective sigma-bond metathesis process. Further straightforward elaboration of the enantioenriched silicon-stereogenic silanols delivers several interesting chiral silane scaffolds without the loss of enantiopurities.
关键词	silicon-stereogenic silanols asymmetric copper catalysis desymmetrization of silanediols dehydrogenative coupling enantioselective ?-bond metathesis
相关链接	[来源记录]
收录类别	SCI ; EI
语种	英语
学校署名	通讯
资助项目	National Natural Science Foundation of China["21901104","22122102","22101120"] ; Guangdong Provincial Key Laboratory of Catalysis[2020B121201002] ; Shenzhen Science and Technology Innovation Committee[JCYJ20190809142809370] ; Stable Support Plan Program of Shenzhen Natural Science Fund[20200925152450004]
WOS研究方向	Chemistry
WOS类目	Chemistry, Physical
WOS记录号	WOS:000826277300001
出版者	AMER CHEMICAL SOC
EI入藏号	20223212553882
EI主题词	Catalysis ; Copper ; Enantioselectivity ; Scaffolds ; Stereochemistry
EI分类号	Construction Equipment:405.1 ; Copper:544.1 ; Nonferrous Metals and Alloys excluding Alkali and Alkaline Earth Metals:549.3 ; Chemistry:801 ; Physical Chemistry:801.4 ; Chemical Reactions:802.2
来源库	Web of Science
引用统计	被引频次[WOS]：35
成果类型	期刊论文
条目标识符	http://sustech.caswiz.com/handle/2SGJ60CL/356198
专题	深圳格拉布斯研究院理学院_化学系
作者单位	1.Harbin Inst Technol, Sch Chem & Chem Engn, Harbin 150080, Peoples R China 2.Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Guangdong, Peoples R China 3.Southern Univ Sci & Technol, Dept Chem, Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Guangdong, Peoples R China 4.Leshan Normal Univ, Sch New Energy Mat & Chem, Sichuan Prov Key Lab Nat Prod & Small Mol Synth, Leshan 614000, Peoples R China 5.Univ Chinese Acad Sci, Shenzhen Inst Adv Technol, Chinese Acad Sci Shenzhen, Beijing 518055, Guangdong, Peoples R China
第一作者单位	深圳格拉布斯研究院; 化学系
通讯作者单位	深圳格拉布斯研究院; 化学系
推荐引用方式 GB/T 7714	Gao, Jihui,Mai, Pei-Lin,Ge, Yicong,et al. Copper-Catalyzed Desymmetrization of Prochiral Silanediols to Silicon-Stereogenic Silanols[J]. ACS Catalysis,2022,12(14):8476-8483.
APA	Gao, Jihui,Mai, Pei-Lin,Ge, Yicong,Yuan, Wei,Li, Yingzi,&He, Chuan.(2022).Copper-Catalyzed Desymmetrization of Prochiral Silanediols to Silicon-Stereogenic Silanols.ACS Catalysis,12(14),8476-8483.
MLA	Gao, Jihui,et al."Copper-Catalyzed Desymmetrization of Prochiral Silanediols to Silicon-Stereogenic Silanols".ACS Catalysis 12.14(2022):8476-8483.