Synthetic Study of Azaspiracid
Synthetic Study of Azaspiracid
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
中文摘要
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.
An Efficient Synthetic Method for 3-Bromofuran Derivatives via Stereoselective Cyclization ofγ, δ-Epoxy-(E)-α-bromoacrylates
γ,δ-环氧-(E)-α-溴代丙烯酸酯立体选择性环化高效合成3-溴呋喃衍生物的方法
DOI:
--
发表时间:
2009
期刊:
Heterocycles 77巻
影响因子:
--
作者:
[Yoshimura, F.; Takahashi, M.; Tanino, K.; Miyashita, M.]
通讯作者:
M.
共 7 条
Synthetic study of polycyclic natural products having adjacent quaternary asymmetric carbon atoms toward the understanding of their biological effects
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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)
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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