New reagents for C-C and C-N bond formation
用于 C-C 和 C-N 键形成的新试剂
基本信息
- 批准号:10606594
- 负责人:
- 金额:$ 41.18万
- 依托单位:
- 依托单位国家:美国
- 项目类别:
- 财政年份:2021
- 资助国家:美国
- 起止时间:2021-07-01 至 2026-04-30
- 项目状态:未结题
- 来源:
- 关键词:AccelerationAlcoholsAminesAnionsCarboxylic AcidsChemicalsChemistryCommunitiesComplexDevelopmentDiazomethaneDiseaseDrug Delivery SystemsFluoridesGoalsHydrazinesHydrogen BondingIndustrializationIndustryLaboratoriesLinkLiteratureMedicineMethodsMolecularNatural ProductsNitrogenOrganic ChemistryPharmaceutical ChemistryPharmaceutical PreparationsPharmacologic SubstancePositioning AttributePreparationProductionProteomicsPublic HealthReactionReagentSeriesSocietiesWorkbioactive natural productschemical synthesisdirect applicationdrug discoverynovelpiperazic acidprogramsscaffoldsmall molecule therapeutics
项目摘要
PROJECT SUMMARY/ABSTRACT
Chemical synthesis has long benefited public health through the discovery and preparation of
pharmaceuticals, the synthesis and study of natural products, and the development of new methods for drug
delivery among many others. The continuation and acceleration of such contributions requires the
development of new chemical methods with a focus on increasing selectivity, efficiency, practicality and
scalability, and the ability to access diverse and novel chemical space. Our laboratory focuses on the creation
of new chemical methods, novel reagents, and the total synthesis of bioactive natural products. Each project
focuses on filling a key gap in the literature while delivering end products that will be of immediate and practical
use to the scientific community, both in the context of fundamental chemistry and translational drug discovery.
This proposal combines two distinct, but thematically linked, programs that share the overarching goal
of developing novel methods and reagents to enable new chemical transformations and explore new chemical
space with direct applications to medicinal chemistry, natural product synthesis, and drug discovery. The first
section of the proposed work will develop new methods that allow for the efficient installation of sulfonimidoyl
moieties onto both simple and complex scaffolds and the use of sulfonimidoyl-containing reagents for the
syntheses of otherwise difficult-to-access chemical space including pharmaceutically relevant spirocycles and
natural products. Among the methods in this proposal are the synthesis and applications of sulfoximines as
asymmetric molecular transfer reagents, the use of sulfoximines as chiral anion stabilizing groups for anion
relay chemistry, the development of modular syntheses of sulfonimidoyl fluorides and chiral bifunctional
sulfonimidoyl linchpin reagents. In the second section, diazirines are developed as unique nitrogen transfer
reagents, which react with a wide variety of chemical handles including carboxylic acids, unactivated C–H
bonds, alcohols, and α-positions. The products of these reactions, diaziridines, are versatile heterocycles that
are easily transformed in one step to high-value amines, hydrazines, and nitrogen-containing heterocycles.
This chemistry will be applied in the target-oriented synthesis of hydrazine, hydrazide, and piperazic acid-
containing natural products, asymmetric transformations, and the synthesis of novel probes for proteomics.
The chemistry developed throughout this proposal will enhance the discovery and development of new small
molecule therapeutics across disease states in both academic and industry.
项目总结/文摘
项目成果
期刊论文数量(1)
专著数量(0)
科研奖励数量(0)
会议论文数量(0)
专利数量(0)
Asymmetric synthesis of sulfoximines, sulfonimidoyl fluorides and sulfonimidamides enabled by an enantiopure bifunctional S(VI) reagent.
- DOI:10.1038/s41557-023-01419-3
- 发表时间:2024-01
- 期刊:
- 影响因子:21.8
- 作者:Shun Teng;Z. Shultz;Chuan Shan;Lukasz Wojtas;J. Lopchuk
- 通讯作者:Shun Teng;Z. Shultz;Chuan Shan;Lukasz Wojtas;J. Lopchuk
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Justin Matthew Lopchuk其他文献
Justin Matthew Lopchuk的其他文献
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{{ truncateString('Justin Matthew Lopchuk', 18)}}的其他基金
New reagents for C-C and C-N bond formation
用于 C-C 和 C-N 键形成的新试剂
- 批准号:
10436386 - 财政年份:2021
- 资助金额:
$ 41.18万 - 项目类别:
New reagents for C-C and C-N bond formation
用于 C-C 和 C-N 键形成的新试剂
- 批准号:
10273446 - 财政年份:2021
- 资助金额:
$ 41.18万 - 项目类别:
Synthesis of diterpenoid alkaloids by site-selective C-H functionalization
通过位点选择性 C-H 官能化合成二萜生物碱
- 批准号:
8835680 - 财政年份:2015
- 资助金额:
$ 41.18万 - 项目类别:
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