Innovative Tools for Chemical Synthesis: Metal-Hydride Catalysis, Medicinal Motifs, and Molecular Probes

化学合成的创新工具：金属氢化物催化、药用基序和分子探针

• 批准号: 10624041
• 负责人: Vy M Dong
• 金额: $ 47.49万
• 依托单位: UNIVERSITY OF CALIFORNIA-IRVINE
• 依托单位国家: 美国
• 财政年份: 2018
• 资助国家: 美国
• 起止时间: 2018-05-01 至 2028-07-31
• 项目状态: 未结题
• 来源: https://reporter.nih.gov/project-details/10624041
• 关键词: Address; Aldehydes; Alkenes; Alkynes; Amines; Architecture; Biology; Carbon; Catalysis; Chemicals; Cobalt; Copper; Coupling; Environment; Friends; Medicine; Metals; Methods; Microscopy; Modernization; Molecular; Molecular Probes; NMR Spectroscopy; Nature; Nitrogen; Organic Synthesis; Periodicity; Pharmaceutical Chemistry; Research Project Summaries; Rhodium; Science; Styrenes; Theoretical Studies; Therapeutic; Training; Transition Elements; cancer immunotherapy; catalyst; chemical synthesis; cyclopropene; design; design and construction; diene; drug discovery; experimental study; functional group; innovation; insight; invention; theories; tool; unsaturated bonds

Project Summary Research and training in organic synthesis impacts all fields of science that require the design and construction of molecular architecture. This project will advance catalytic methods, including hydroacylation and hydroamination, as attractive and powerful tools for chemical synthesis. The coupling methods proposed are modern and innovative because they rely on common functional groups (e.g., aldehydes, amines) to generate new carbon-carbon and carbon-nitrogen bonds from unsaturated partners (e.g., styrenes, dienes, cyclopropenes), with high selectivity and atom economy. Through experimental and theoretical studies, this project will yield fundamental insights into the mechanism of various transition metal catalysts, including rhodium, cobalt, and copper. Beyond catalysis and mechanistic studies, we plan to build chemical motifs of high significance to the field of drug discovery. We target privileged motifs (e.g., chiral nitrogen-containing heterocycles) and explore chemical space (e.g., tricyclic cages bearing high sp3 character). Through partnerships with experts in other fields, we address exciting challenges in fluorescent microscopy, NMR spectroscopy, and cancer immunotherapy by designing functional molecules. This project demonstrates innovation in making molecules at the interface of catalysis, medicinal chemistry, and biology.

项目总结

项目成果

Intermolecular Hydroamination of 1,3-Dienes To Generate Homoallylic Amines.

• DOI: 10.1021/jacs.7b09188
• 发表时间: 2017-10-11
• 期刊: Journal of the American Chemical Society
• 影响因子: 15
• 作者: Yang XH;Lu A;Dong VM
• 通讯作者: Dong VM

Enantioselective Hydroalkoxylation of 1,3-Dienes via Ni-Catalysis.

• DOI: 10.1021/jacs.2c12779
• 发表时间: 2023-02-10
• 期刊: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
• 影响因子: 15
• 作者: Li, Qi;Wang, Zhen;Dong, Vy M.;Yang, Xiao-Hui
• 通讯作者: Yang, Xiao-Hui

Tandem Catalysis: Transforming Alcohols to Alkenes by Oxidative Dehydroxymethylation.

• DOI: 10.1021/jacs.8b06069
• 发表时间: 2018-08-15
• 期刊: Journal of the American Chemical Society
• 影响因子: 15
• 作者: Wu X;Cruz FA;Lu A;Dong VM
• 通讯作者: Dong VM

Catalytic Hydrothiolation: Counterion-Controlled Regioselectivity.

• DOI: 10.1021/jacs.8b11395
• 发表时间: 2019-02
• 期刊: Journal of the American Chemical Society
• 影响因子: 15
• 作者: Xiao-Hui Yang;Ryan T Davison;Shao-Zhen Nie;F. Cruz;Tristan M McGinnis;V. Dong

Catalytic Alkyne Arylation Using Traceless Directing Groups.

• DOI: 10.1002/anie.201804955
• 发表时间: 2018-10-08
• 期刊: Angewandte Chemie (International ed. in English)
• 作者: Park JW;Kang B;Dong VM
• 通讯作者: Dong VM