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:
- 金额:$ 43.46万
- 依托单位:
- 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
- 来源:
- 关键词:3-hydroxybutanalAcetalsAlcoholsAminesAntifungal AgentsBiologicalBiologyCarbonCatalysisChargeChemicalsComplexDevelopmentElementsGenerationsGoalsHandHydrogenInvestigationKetonesKnowledgeMethodologyMethodsNatural ProductsNatureNitrogenOrganic SynthesisOutcomeOxygenPerformancePeripheralPharmaceutical ChemistryPharmacologic SubstancePhysical condensationPlayProcessPropionatesReactionReagentResearchRoleShapesSiliconSourceStructureSystemTimeVariantVoriconazolealkalinitybasebeta secretasecatalystchemical synthesisdensitydesigndrug developmentdrug discoveryin vivoinhibitor/antagonistinnovationinsightmetabolic profilemethod developmentnovelnovel therapeuticsprenylationprograms
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:
- 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:
- 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:
- 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:
- 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:
- 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
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