Decarboxylative Allylic Amidation: Methods and Synthetic Applications

脱羧烯丙基酰胺化:方法和合成应用

基本信息

  • 批准号:
    0911134
  • 负责人:
  • 金额:
    $ 39万
  • 依托单位:
  • 依托单位国家:
    美国
  • 项目类别:
    Standard Grant
  • 财政年份:
    2009
  • 资助国家:
    美国
  • 起止时间:
    2009-08-01 至 2013-07-31
  • 项目状态:
    已结题

项目摘要

This award is funded under the American Recovery and Reinvestment Act of 2009 (Public Law 111-5). This project will continue work on the further development of Ir(I)-catalyzed enantioselective decarboxylative allylic amidation reaction and the corresponding intermolecular allylic amidation reaction, with particular emphasis on their synthetic utility and potential. Particularly interesting to study is enantioselective (decarboxylative) allylic amidation of allylic diene systems, which can generate a broad range of optically enriched 'orthogonally' protected 1,2-/1,3-/1,4-diamines/aminoalcohols, for which no general synthetic method exists. Also demonstrated is that the developed (decarboxylative) enantioselective allylic amidation reactions, in conjunction with enantioselective (decarboxylative) allylic etherification, stereoselective intramolecular amidomercuration, and olefin metathesis reactions, can provide extremely general and efficient strategies for the asymmetric synthesis of the core structural motifs of many biologically significant and synthetically challenging compounds such as (polyhydroxylated) pyrrolidine and piperidine rings, (polyhydroxylated) indolizidine and pyrrolizidine rings, and aza-C-glycosides. With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Professor Hyunsoo Han of the Department of Chemistry at the University of Texas at San Antonio. Professor Han's research efforts revolve around the development of enantioselective (decarboxylative) allylic amidation and etherification reactions for the formation of C-N/O bonds. Considering the ubiquitous presence of C-N/O bonds in almost all biologically significant organic compounds, successful development of this project will have an impact on synthesis in the pharmaceutical, biomedical, and agricultural industries.
该奖项是根据2009年美国复苏和再投资法案(公法111-5)资助的。本项目将继续研究Ir(I)催化的对映选择性脱羧烯丙基酰胺化反应及相应的分子间烯丙基酰胺化反应的进一步发展,重点研究其合成用途和潜力。特别有趣的研究是烯丙基二烯体系的对映选择性(脱羧)烯丙基酰胺化,它可以产生广泛的光学富集的“正交”保护1,2-/1,3-/1,4-二胺/氨基醇,没有一般的合成方法存在。同时还证明了发达的(脱羧)对映选择性烯丙基酰胺化反应,以及对映选择性(脱羧)烯丙基醚化反应、立体选择性分子内酰胺聚合反应和烯烃复分解反应。可以为许多具有重要生物学意义和合成挑战性的化合物的核心结构基序的不对称合成提供非常通用和有效的策略,例如(多羟基化)吡咯烷和哌啶环,(多羟基化)吲哚嘧啶和吡咯烷环,以及氮杂- c -糖苷。有机和大分子化学项目将通过该奖项支持美国德克萨斯大学圣安东尼奥分校化学系教授韩铉洙的研究。韩教授的研究工作围绕着对映选择性(脱羧)烯丙基酰胺化和醚化反应的发展,以形成C-N/O键。考虑到C-N/O键在几乎所有具有重要生物学意义的有机化合物中普遍存在,该项目的成功开发将对制药、生物医学和农业行业的合成产生影响。

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 }}

Hyunsoo Han其他文献

Rotating evaporator for sustainable urban cooling and electricity generation
  • DOI:
    10.1016/j.applthermaleng.2024.124933
  • 发表时间:
    2025-01-15
  • 期刊:
  • 影响因子:
  • 作者:
    Jihun Choi;Hyunsoo Han;Tawseef Ahmad Wani;Daewoong Kim;Sangmin Jeon
  • 通讯作者:
    Sangmin Jeon
A complete asymmetric synthesis of polyhydroxypiperidines
多羟基哌啶的完全不对称合成
  • DOI:
  • 发表时间:
    2003
  • 期刊:
  • 影响因子:
    0
  • 作者:
    Hyunsoo Han
  • 通讯作者:
    Hyunsoo Han
Inhibitors of Thermus thermophilus Isopropylmalate Dehydrogenase
嗜热栖热菌异丙基苹果酸脱氢酶抑制剂
  • DOI:
    10.1021/jo00088a026
  • 发表时间:
    1994
  • 期刊:
  • 影响因子:
    3.6
  • 作者:
    M. Pirrung;Hyunsoo Han;R. Ludwig
  • 通讯作者:
    R. Ludwig
Magnetically structured draw solutes for high-performance forward osmosis desalination
  • DOI:
    10.1016/j.desal.2025.119170
  • 发表时间:
    2025-11-01
  • 期刊:
  • 影响因子:
    9.800
  • 作者:
    Hyunsoo Han;Sangmin Jeon
  • 通讯作者:
    Sangmin Jeon
Technology acceptance prediction of robo-advisors by machine learning
通过机器学习预测机器人顾问的技术接受度

Hyunsoo Han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('Hyunsoo Han', 18)}}的其他基金

Chiral Bifunctional Reagents for 1,3-Functionalization
用于 1,3-官能化的手性双功能试剂
  • 批准号:
    1362964
  • 财政年份:
    2014
  • 资助金额:
    $ 39万
  • 项目类别:
    Standard Grant

相似海外基金

Iridium-Catalyzed, Intramolecular Cyclization of Allylic Alcohols for Quaternary Center Synthesis
铱催化烯丙醇分子内环化季中心合成
  • 批准号:
    2137996
  • 财政年份:
    2021
  • 资助金额:
    $ 39万
  • 项目类别:
    Fellowship Award
Deliberate functionalization of allylic C-H bonds via an azo-ene reaction
通过偶氮烯反应对烯丙基 C-H 键进行有意的官能化
  • 批准号:
    21K15237
  • 财政年份:
    2021
  • 资助金额:
    $ 39万
  • 项目类别:
    Grant-in-Aid for Early-Career Scientists
Palladium-Catalyzed Aerobic Allylic Oxidations: Mechanisms and Applications
钯催化的有氧烯丙基氧化:机制和应用
  • 批准号:
    1953926
  • 财政年份:
    2020
  • 资助金额:
    $ 39万
  • 项目类别:
    Standard Grant
A Surrogate Approach to Enantioselective Allylic Benzylation of Tertiary Electrophiles
三级亲电子试剂对映选择性烯丙基苄基化的替代方法
  • 批准号:
    552839-2020
  • 财政年份:
    2020
  • 资助金额:
    $ 39万
  • 项目类别:
    Alexander Graham Bell Canada Graduate Scholarships - Master's
Asymmetric Construction of a-Stereogenic Carbonyl Compounds via the Rhodium-Catalyzed Allylic Substitution Reaction
通过铑催化烯丙基取代反应制备α-立体羰基化合物的不对称结构
  • 批准号:
    503864-2017
  • 财政年份:
    2019
  • 资助金额:
    $ 39万
  • 项目类别:
    Postgraduate Scholarships - Doctoral
Development of asymmetric reactions of enolates and homoenolates generated from allylic alcohols
由烯丙醇生成的烯醇化物和高烯醇化物的不对称反应的进展
  • 批准号:
    19K15576
  • 财政年份:
    2019
  • 资助金额:
    $ 39万
  • 项目类别:
    Grant-in-Aid for Early-Career Scientists
Palladium-Catalysed Decarboxylative Asymmetric Allylic Alkylation for the Synthesis of Chiral Four-Membered Ring-Containing Spirocycles
钯催化脱羧不对称烯丙基烷基化合成手性四元环螺环
  • 批准号:
    2165671
  • 财政年份:
    2018
  • 资助金额:
    $ 39万
  • 项目类别:
    Studentship
Asymmetric arylation of racemic allylic halides
外消旋烯丙基卤化物的不对称芳基化
  • 批准号:
    2124513
  • 财政年份:
    2018
  • 资助金额:
    $ 39万
  • 项目类别:
    Studentship
Development of highly selective allylic cyanation through an electrophilic approach
通过亲电方法开发高选择性烯丙基氰化
  • 批准号:
    18K14217
  • 财政年份:
    2018
  • 资助金额:
    $ 39万
  • 项目类别:
    Grant-in-Aid for Early-Career Scientists
RUI: Accessing Asymmetric Carbon Atoms by Samarium(II)-Water Allylic Benzoate Reductions
RUI:通过钐(II)-水烯丙基苯甲酸酯还原获得不对称碳原子
  • 批准号:
    1760918
  • 财政年份:
    2018
  • 资助金额:
    $ 39万
  • 项目类别:
    Standard Grant
{{ showInfoDetail.title }}

作者:{{ showInfoDetail.author }}

知道了