Catalytic Asymmetric Hydroboration: Uncapping the Potential with Two-Point Bindin
催化不对称硼氢化:通过两点结合释放潜力
基本信息
- 批准号:8840270
- 负责人:
- 金额:$ 21.98万
- 依托单位:
- 依托单位国家:美国
- 项目类别:
- 财政年份:2012
- 资助国家:美国
- 起止时间:2012-05-01 至 2017-04-30
- 项目状态:已结题
- 来源:
- 关键词:AlkenesAmidesBindingBiological FactorsBiological ProcessBoranesBoronCarbonCatalysisChemicalsChemistryCollaborationsCommunicationComplementDataDevelopmentElectronicsEstersFacultyFocus GroupsGenerationsGoalsHalogensHealthHumanInvestigationLigandsMethodologyMethodsMissionMono-SNitrogenOxygenPatternPharmacologic SubstancePhysicsPlayReactionReagentReportingResearchResearch Project GrantsRhodiumRoleRouteSeriesSolutionsStructureTransition ElementsUnited States National Institutes of HealthUniversitiesbindincatalystcomputer studiesdiboranedrug synthesisfunctional groupinnovationmethod developmentnovel strategiesphenylamidequantumresearch studysmall moleculestereochemistrytoolundergraduate student
项目摘要
DESCRIPTION (provided by applicant): Developing efficient methods for the reliable, stereocontrolled synthesis of small molecules via asymmetric catalysis is central to providing the means to prepare potential mechanistic probes and pharmaceuticals. These are essential tools that enable the better understanding and control of biological processes relevant to human health. The development of new catalytic asymmetric reactions is therefore of both practical and fundamental importance to the NIH mission. Chiral organoboranes are finding increasing use as synthetic intermediates en route to other useful functionality via stereospecific functional group interconversion, reagents for asymmetric synthesis, and synthetic targets for pharmaceutical applications. The stereochemistry of carbon-boron bond is retained upon transmetallation or conversion to other useful functional groups. Organoboranes are therefore seen as important intermediates for incorporating a variety of functional groups with defined stereochemistry in natural product, pharmaceutical intermediate, and drug synthesis. Recent breakthroughs in the development of methods for the stereospecific conversion of carbon-boron to carbon-carbon bonds increase the demand for efficient methods to synthesize chiral organoboronates. While stoichiometric asymmetric hydroboration is useful for asymmetric synthesis, its ultimate replacement, the greener direct catalytic asymmetric hydroboration (CAHB), remains as one of the unsolved problems in asymmetric catalysis. Notwithstanding a series of impressive recent advances using pinacol diborane as a (mono)borane surrogate, the lack of a versatile direct method for catalytic asymmetric hydroboration remains a critical barrier to the use of chiral organoboranes. The proposed studies build on recent breakthroughs in the catalytic asymmetric hydroboration of two-point binding substrates. Accomplishing the specific aims of the proposal will develop and expand the generality of that methodology and better define the mechanism through computational studies supported by experimental data. The computational studies will be carried out in collaboration with faculty and undergraduate students from the Department of Chemistry and Physics at Purdue University Calumet.
描述(由申请人提供):通过不对称催化开发可靠的、立体控制的小分子合成的有效方法,对于提供制备潜在机械探针和药物的手段至关重要。这些是能够更好地了解和控制与人类健康有关的生物过程的基本工具。因此,发展新的催化不对称反应对NIH的使命具有实际和根本的重要性。手性有机硼烷正被越来越多地用作合成中间体,通过立体特异性官能团相互转化获得其他有用的功能,用于不对称合成的试剂,以及用于制药应用的合成靶标。在金属转化或转化为其他有用的官能团时,碳硼键的立体化学性质得以保留。因此,有机硼烷被视为在天然产物、医药中间体和药物合成中结合具有明确立体化学的各种官能团的重要中间体。近年来,碳-硼立体定向转化为碳-碳键的方法取得了突破性进展,这增加了对合成手性有机硼酸盐的有效方法的需求。虽然化学计量不对称硼化反应在不对称合成中很有用,但它的最终替代品——绿色直接催化不对称硼化反应(CAHB),仍然是不对称催化领域尚未解决的问题之一。尽管近年来使用吡纳科尔二硼烷作为(单)硼烷替代物取得了一系列令人印象深刻的进展,但缺乏一种催化不对称硼氢化的通用直接方法仍然是使用手性有机硼烷的关键障碍。提出的研究建立在催化不对称硼氢化两点结合底物的最新突破。实现提案的具体目标将发展和扩大该方法的普遍性,并通过实验数据支持的计算研究更好地定义机制。计算研究将与普渡大学Calumet化学和物理系的教师和本科生合作进行。
项目成果
期刊论文数量(0)
专著数量(0)
科研奖励数量(0)
会议论文数量(0)
专利数量(0)
数据更新时间:{{ journalArticles.updateTime }}
{{
item.title }}
{{ item.translation_title }}
- DOI:
{{ item.doi }} - 发表时间:
{{ item.publish_year }} - 期刊:
- 影响因子:{{ item.factor }}
- 作者:
{{ item.authors }} - 通讯作者:
{{ item.author }}
数据更新时间:{{ journalArticles.updateTime }}
{{ item.title }}
- 作者:
{{ item.author }}
数据更新时间:{{ monograph.updateTime }}
{{ item.title }}
- 作者:
{{ item.author }}
数据更新时间:{{ sciAawards.updateTime }}
{{ item.title }}
- 作者:
{{ item.author }}
数据更新时间:{{ conferencePapers.updateTime }}
{{ item.title }}
- 作者:
{{ item.author }}
数据更新时间:{{ patent.updateTime }}
JAMES M TAKACS其他文献
JAMES M TAKACS的其他文献
{{
item.title }}
{{ item.translation_title }}
- DOI:
{{ item.doi }} - 发表时间:
{{ item.publish_year }} - 期刊:
- 影响因子:{{ item.factor }}
- 作者:
{{ item.authors }} - 通讯作者:
{{ item.author }}
{{ truncateString('JAMES M TAKACS', 18)}}的其他基金
Nebraska Center for Integrated Biomolecular Communication (CIBC)
内布拉斯加州综合生物分子通讯中心 (CIBC)
- 批准号:
10016339 - 财政年份:2016
- 资助金额:
$ 21.98万 - 项目类别:
Nebraska Center for Integrated Biomolecular Communication (CIBC)
内布拉斯加州综合生物分子通讯中心 (CIBC)
- 批准号:
8813076 - 财政年份:2016
- 资助金额:
$ 21.98万 - 项目类别:
Nebraska Center for Integrated Biomolecular Communication (CIBC)
内布拉斯加州综合生物分子通讯中心 (CIBC)
- 批准号:
9330174 - 财政年份:2016
- 资助金额:
$ 21.98万 - 项目类别:
Catalytic Asymmetric Hydroboration: Uncapping the Potential with Two-Point Bindin
催化不对称硼氢化:通过两点结合释放潜力
- 批准号:
8461556 - 财政年份:2012
- 资助金额:
$ 21.98万 - 项目类别:
Catalytic Asymmetric Hydroboration: Uncapping the Potential with Two-Point Bindin
催化不对称硼氢化:通过两点结合释放潜力
- 批准号:
8221483 - 财政年份:2012
- 资助金额:
$ 21.98万 - 项目类别:
Catalytic Asymmetric Hydroboration: Uncapping the Potential with Two-Point Bindin
催化不对称硼氢化:通过两点结合释放潜力
- 批准号:
8654345 - 财政年份:2012
- 资助金额:
$ 21.98万 - 项目类别:
相似海外基金
Collaborative Research: NSF-DFG: CAS: Electrochemical Hydrogenation of Amides and Esters
合作研究:NSF-DFG:CAS:酰胺和酯的电化学氢化
- 批准号:
2140205 - 财政年份:2022
- 资助金额:
$ 21.98万 - 项目类别:
Standard Grant
Collaborative Research: NSF-DFG: CAS: Electrochemical Hydrogenation of Amides and Esters
合作研究:NSF-DFG:CAS:酰胺和酯的电化学氢化
- 批准号:
2140196 - 财政年份:2022
- 资助金额:
$ 21.98万 - 项目类别:
Standard Grant
Atroposelective Synthesis of Hindered Amides - Exploration of Synthetic Peptide Catalysts -
受阻酰胺的天体选择性合成-合成肽催化剂的探索-
- 批准号:
504378162 - 财政年份:2022
- 资助金额:
$ 21.98万 - 项目类别:
WBP Fellowship
Development of Peptide Chemical Modification Enabled by N-Halogenation of Amides
酰胺 N-卤化实现的肽化学修饰的发展
- 批准号:
22H02743 - 财政年份:2022
- 资助金额:
$ 21.98万 - 项目类别:
Grant-in-Aid for Scientific Research (B)
Modulating Signaling Endocannabinoids and Fatty Acid Amides
调节信号传导内源性大麻素和脂肪酸酰胺
- 批准号:
10532252 - 财政年份:2021
- 资助金额:
$ 21.98万 - 项目类别:
CAREER: SusChEM: Iron Catalysts for the Reduction of Amides
职业:SusChEM:用于还原酰胺的铁催化剂
- 批准号:
2146728 - 财政年份:2021
- 资助金额:
$ 21.98万 - 项目类别:
Continuing Grant
Modulating Signaling Endocannabinoids and Fatty Acid Amides
调节信号传导内源性大麻素和脂肪酸酰胺
- 批准号:
10399712 - 财政年份:2021
- 资助金额:
$ 21.98万 - 项目类别:
Nickel-Catalyzed Alpha-Arylation of Secondary Amides
镍催化仲酰胺的α-芳基化
- 批准号:
558383-2020 - 财政年份:2020
- 资助金额:
$ 21.98万 - 项目类别:
Canadian Graduate Scholarships Foreign Study Supplements
Function of primary fatty acid amides as lipid mediators
伯脂肪酸酰胺作为脂质介质的功能
- 批准号:
20K21285 - 财政年份:2020
- 资助金额:
$ 21.98万 - 项目类别:
Grant-in-Aid for Challenging Research (Exploratory)
Catalytic Synthesis of Pharmaceutical Amides in Water
水中催化合成药用酰胺
- 批准号:
EP/T01430X/1 - 财政年份:2020
- 资助金额:
$ 21.98万 - 项目类别:
Research Grant