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Lewis-Base-Mediated Diastereoselective Silylations of Alcohols: Synthesis of Silicon-Stereogenic Dialkoxysilanes Controlled by Chiral Aryl BINMOLs
Department苏州研究院
Bo XF(柏惺峰)1,2,3; Zou, Jin-Feng1; Chen, Mu-Yi1; Xu, Zheng1; Li, Li1; Cui, Yu-Ming1; Zheng, Zhan-Jiang1; Xu LW(徐利文)1,2,3; Xu LW(徐利文)
The second departmentosso国家重点实验室
2017
Source PublicationChemistry - An Asian Journal
ISSN1861-4728
Volume12Issue:14Pages:1730-1735
Abstract

In the past years, stereoselective functionalizations of hydroxyl groups of alcohol substrates with chlorosilanes leading to silyl ether formation have evolved from a functional-group protection to an enantioselective synthetic strategy. This work comprises a controlled desymmetrization of dichlorosilanes by using a family of structurally specific chiral diols, chiral 1,1-binaphthalene-2--arylmethanol-2-ol (Ar-BINMOL). This process led to the facile construction of silicon-stereogenic organosilicon compounds with high yields and good diastereoselectivities. In addition, the diasteroselective silylation of chiral diols might not only be of interest for the development of highly stereoselective nucleophilic silylation, but also shed light on the construction of novel chiral phosphine ligands bearing a silicon-stereogenic center.

KeywordAlcohols Chiral Silanes Diastereoselectivity Organocatalysis Organosilicon Compounds
Subject Area物理化学与绿色催化
DOI10.1002/asia.201700640
Funding Organizationthe National Natural Science Foundation of China (No. 21472031;21503060);Zhejiang Provincial Natural Science Foundation of China (LR14B030001;LY16E030009;LY17E030003)
Indexed BySCI
If4.083
Language英语
compositor第二作者单位
Citation statistics
Cited Times:33[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.licp.cn/handle/362003/22190
Collection苏州研究院
羰基合成与选择氧化国家重点实验室(OSSO)
Corresponding AuthorLi, Li; Xu LW(徐利文)
Affiliation1.Hangzhou Normal Univ, Key Lab Organosilicon Chem & Mat Technol, Minist Educ, Hangzhou 311121, Zhejiang, Peoples R China
2.Chinese Acad Sci, Lanzhou Inst Chem Phys, Suzhou Res Inst, Lanzhou 730000, Peoples R China
3.Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China
Recommended Citation
GB/T 7714
Bo XF,Zou, Jin-Feng,Chen, Mu-Yi,et al. Lewis-Base-Mediated Diastereoselective Silylations of Alcohols: Synthesis of Silicon-Stereogenic Dialkoxysilanes Controlled by Chiral Aryl BINMOLs[J]. Chemistry - An Asian Journal,2017,12(14):1730-1735.
APA Bo XF.,Zou, Jin-Feng.,Chen, Mu-Yi.,Xu, Zheng.,Li, Li.,...&徐利文.(2017).Lewis-Base-Mediated Diastereoselective Silylations of Alcohols: Synthesis of Silicon-Stereogenic Dialkoxysilanes Controlled by Chiral Aryl BINMOLs.Chemistry - An Asian Journal,12(14),1730-1735.
MLA Bo XF,et al."Lewis-Base-Mediated Diastereoselective Silylations of Alcohols: Synthesis of Silicon-Stereogenic Dialkoxysilanes Controlled by Chiral Aryl BINMOLs".Chemistry - An Asian Journal 12.14(2017):1730-1735.
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