CAREER:Asymmetric Silylation of Secondary Alcohols and Mechanistic Investigations

职业：仲醇的不对称硅烷化及机理研究

• 批准号: 1055616
• 负责人: Sheryl Wiskur
• 金额: $ 50万
• 依托单位: University South Carolina Research Foundation
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2011
• 资助国家: 美国
• 起止时间: 2011-03-01 至 2016-02-29
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1055616&HistoricalAwards=false
• 关键词: CAREER; Asymmetric; Silylation; Secondary; Alcohols

Professor Sheryl L. Wiskur of the University South Carolina is supported by the Chemical Catalysis (CAT) Program in the Division of Chemistry to develop a research project with a focus on the asymmetric silylation of alcohols. Asymmetric derivatization with silyl groups will be employed to bring about the enrichment of one alcohol enantiomer over another via selective kinetic resolutions. These will lead to an increase in the enantiomeric excess of single enantiomers and ultimately highly enriched compounds in higher yields. Detailed studies are also proposed using NMR and circular dichroism to elucidate the mechanistic pathway of silylation-based kinetic resolutions and the origin of chiral induction. The proposed research is of fundamental and practical importance.Chiral alcohols are common starting materials for a variety of chiral products. A facile synthetic procedure to obtain higher yields of single enantiomers will have a significant impact on the pharmaceutical and agrochemical industries. Students will be trained in organic and analytical chemistry skills to prepare them for academic, pharmaceutical and industrial chemical careers. Women and minority students will be coached to sharpen their scientific, leadership and management skills.

南卡罗来纳大学的Sheryl L. Wiskur教授在化学系化学催化（CAT）项目的支持下，开发了一个研究项目，重点是醇的不对称硅基化。与硅基的不对称衍生化将通过选择性动力学拆分使一种醇对映体比另一种醇对映体富集。这将导致单对映体过量的对映体的增加和最终高富集的化合物在更高的产量。还提出了利用核磁共振和圆二色性来阐明硅基动力学分解的机理途径和手性诱导的起源的详细研究。本文的研究具有基础性和现实意义。手性醇是各种手性产物的常用起始原料。一种简单的合成方法，以获得更高的单对映体的产量，将对制药和农化工业产生重大影响。学生将接受有机化学和分析化学技能的培训，为他们在学术、制药和工业化学领域的职业生涯做好准备。妇女和少数民族学生将得到指导，以提高他们的科学、领导和管理技能。

项目成果

Mechanistic investigations of alcohol silylation with isothiourea catalysts

异硫脲催化剂醇硅烷化反应的机理研究

• DOI: 10.1039/d1ob01732b
• 发表时间: 2021
• 期刊: Organic & Biomolecular Chemistry
• 影响因子: 3.2
• 作者: Redden, Brandon K.;Clark, Robert W.;Gong, Ziyuan;Rahman, Md. Mamdudur;Peryshkov, Dmitry V.;Wiskur, Sheryl L.
• 通讯作者: Wiskur, Sheryl L.