权益分类	功能权益	普通用户	{{item.name}}会员
{{category.name}}	{{benefitItem.name}}

Enantioselective Catalytic Chlorosilane Reactions

对映选择性催化氯硅烷反应

基本信息

批准号：
10046812
负责人：
Roberto Peverati
金额：
$ 43.46万
依托单位：
FLORIDA INSTITUTE OF TECHNOLOGY
依托单位国家：
美国
项目类别：
财政年份：
2020
资助国家：
美国
起止时间：
2020-08-01 至 2024-07-31
项目状态：
已结题

项目摘要

Hypervalent silicon complexes generated from Lewis base catalysts and chlorosilanes are very reactive intermediates and continue to be an important source for the development of new chemical methodologies in organic synthesis. The unique reactivity profiles, non-toxicity and ready availability of chlorosilanes have yielded an impressive array of chemical methods and processes. This proposal seeks to innovate the ability of chlorosilanes to deliver carbon nucleophiles under Lewis base catalysis conditions through integrated experimental and computational investigations, and to apply it to novel condensation reactions with readily available non-activated ketones and ketimines. These challenging transformations will be rendered enantioselective through the development of conceptually new classes of chiral Lewis base catalysts. The utility of the resulting methods will be demonstrated by the asymmetric synthesis of pharmaceuticals and biologically relevant molecules. Goals of the research program include advancing Lewis base catalysis of chlorosilanes at the fundamental level, and new reaction development that will provide rapid, efficient access to novel chiral building blocks bearing the oxygen- and nitrogen-substituted quaternary stereocenters. We will focus on the transformations that can provide chiral synthetic intermediates that are either inaccessible or very difficult to obtain with currently available methods. The results are expected to transform the way chlorosilanes are utilized in asymmetric synthesis.

路易斯碱催化剂与氯硅烷合成的高价硅配合物

项目成果

期刊论文数量（5）

专著数量（0）

科研奖励数量（0）

会议论文数量（0）

专利数量（0）

Evaluation of 3,3'-Triazolyl Biisoquinoline N,N'-Dioxide Catalysts for Asymmetric Hydrosilylation of Hydrazones with Trichlorosilane.

评估 3,3-三唑基双异喹啉 N,N-二氧化物催化剂对腙与三氯硅烷的不对称氢化硅烷化反应。

DOI：
10.3390/catal11091103
发表时间：
2021
期刊：
Catalysts (Basel, Switzerland)
影响因子：
0
作者：
Sun,Shiyu;Xu,Changgong;Jarvis,Jamielyn;Nader,Phillip;Naumann,Brandon;Soliven,Abigail;Peverati,Roberto;Takenaka,Norito
通讯作者：
Takenaka,Norito

Asymmetric Catalytic Ketimine Mannich Reactions and Related Transformations.

不对称催化酮亚胺曼尼希反应和相关转化。

DOI：
10.3390/catal11060712
发表时间：
2021
期刊：
Catalysts (Basel, Switzerland)
影响因子：
0
作者：
Xu,Changgong;Reep,Carlyn;Jarvis,Jamielyn;Naumann,Brandon;Captain,Burjor;Takenaka,Norito
通讯作者：
Takenaka,Norito

Evaluation of helicene-derived 2,2'-bipyridine N-monoxide catalyst for the enantioselective propargylation of N-acylhydrazones with allenyltrichlorosilane.

DOI：
10.1016/j.tet.2023.133496
发表时间：
2023-07
期刊：
Tetrahedron
影响因子：
2.1
作者：
Chang Xu;Phillip Nader;J. Xavier;B. Captain;N. Takenaka
通讯作者：
Chang Xu;Phillip Nader;J. Xavier;B. Captain;N. Takenaka

Design and synthesis of 3,3'-triazolyl biisoquinoline N,N'-dioxides via Hiyama cross-coupling of 4-trimethylsilyl-1,2,3-triazoles.

通过 4-三甲基甲硅烷基-1,2,3-三唑的 Hiyama 交叉偶联设计和合成 3,3-三唑基二异喹啉 N,N-二氧化物。

DOI：
10.1016/j.tetlet.2021.153338
发表时间：
2021
期刊：
Tetrahedron letters
影响因子：
1.8
作者：
Sun,Shiyu;Reep,Carlyn;Zhang,Chenrui;Captain,Burjor;Peverati,Roberto;Takenaka,Norito
通讯作者：
Takenaka,Norito

Steps toward Rationalization of the Enantiomeric Excess of the Sakurai-Hosomi-Denmark Allylation Catalyzed by Biisoquinoline N,N'-Dioxides Using Computations.

使用计算合理化双异喹啉 N,N-二氧化物催化的 Sakurai-Hosomi-Denmark 烯丙基化对映体过量的步骤。

DOI：
10.3390/catal11121487
发表时间：
2021
期刊：
Catalysts (Basel, Switzerland)
影响因子：
0
作者：
Morgante,Pierpaolo;Deluca,Coty;Jones,TeglaE;Aldrich,GregoryJ;Takenaka,Norito;Peverati,Roberto
通讯作者：
Peverati,Roberto