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Synthetic Study of Azaspiracid

Synthetic Study of Azaspiracid
阿扎螺酸的合成研究
批准号:
20710160
负责人:
YOSHIMURA Fumihiko
金额:
$2.25万
依托单位:
依托单位国家:
日本
项目类别:
Grant-in-Aid for Young Scientists (B)
财政年份:
2008
资助国家:
日本
项目状态:
已结题
起止时间:
2008 至 2009

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中文摘要
翻译
阿扎匹酸是一种具有独特分子结构和立体化学复杂性的海洋毒素,在全合成的合成研究中,建立了以下关键合成方法。(1)以Oriyama的手性二胺为催化剂,通过不对称酰化反应拆分仲α-羟基锡烷,然后将未反应的醇缩醛化为MOM-醚,一锅法合成了光学活性的α-羟基锡烷衍生物。(2)利用Fe(TPP)OTf催化的顺序异构化-缩醛化反应,发展了一种新的高效的双环FG环结构的合成方法。
英文摘要
During the synthetic studies toward the total synthesis of Azaspiracid, a marine toxin possessing unique molecular structure with stereochemical complexity, the following key synthetic methods were established. (1) A practical synthetic method for optically active α-hydroxystannane derivatives has been developed by kinetic resolution of secondary α-hydroxystannanes via asymmetric acylation reaction by using the Oriyama's chiral diamine catalyst followed by acetalization of the unreacted alcohol as a MOM-ether in one-pot. (2) A novel and efficient synthetic method for the construction of the bicyclic FG-ring moiety has been developed by using Fe(TPP)OTf-catalyzed sequential isomerization-acetalyzation reaction.
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Stereospecific interconversion of cis- and trans-γ, δ-epoxyα, β-unsaturated ester systems
顺式和反式γ、δ-环氧α、β-不饱和酯体系的立体定向互变
DOI: --
发表时间: 2008
期刊: Tetrahedron Letters 49巻
影响因子: --
作者: [Yu, X.; Yoshimura, F.; Tanino, K.; Miyashita, M.]
通讯作者: M.
DOI: 10.1002/anie.200904537
发表时间: 2009-01-01
期刊: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
影响因子: 16.6
作者: [Takahashi, Yu, Yoshimutra, Fumihiko, Miyashita, Masaaki]
通讯作者: Miyashita, Masaaki
Synthetic Studies of the Zoanthamine Alkaloids: The Total Synthesis of Norzoanthamine and Zoanthamine
花安他明生物碱的合成研究:去甲花安他明和花安他明的全合成
DOI: --
发表时间: 2009
期刊: Chemistry-A European Journal 15巻
影响因子: --
作者: [Yoshimura, F.; Sasaki, M.; Hattori, I.; Komatsu, K.; Sakai, M.; Tanino, K.; Miyashita, M.]
通讯作者: M.
Stereoselective SN2' alkylation reaction sequence of theγ, δ-epoxyα, β-unsaturated ester system viaγ, δ-chlorohydrin intermediates by the use of a R3Al-CuCN reagent
使用 R3Al-CuCN 试剂通过 γ, δ-氯醇中间体对 γ, δ-环氧α, β-不饱和酯体系进行立体选择性 SN2 烷基化反应序列
DOI: --
发表时间: 2009
期刊: Tetrahedron Letters 50巻
影响因子: --
作者: [Yoshimura, F.; Matsui, A.; Hirai, A.; Tanino, K.; Miyashita, M.]
通讯作者: M.
7
    Synthetic study of polycyclic natural products having adjacent quaternary asymmetric carbon atoms toward the understanding of their biological effects
    • 批准号:
      24510290
    • 项目类别:
      Grant-in-Aid for Scientific Research (C)
    • 资助金额:
      $3.41万
    • 财政年份:
      2012
    • 负责人:
      YOSHIMURA Fumihiko
    • 依托单位:
    Synthetic Study of Brasilicardin A, a novel immunosuppressive agent
    • 批准号:
      22710206
    • 项目类别:
      Grant-in-Aid for Young Scientists (B)
    • 资助金额:
      $2.16万
    • 财政年份:
      2010
    • 负责人:
      YOSHIMURA Fumihiko
    • 依托单位:
    海外基金