Total Synthesis of Potent Antifungal Marine Bisoxazole Natural Products Bengazoles A and B

James A.Bull; Emily P.Balskus; Richard A.J.Horan

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Total Synthesis of Potent Antifungal Marine Bisoxazole Natural Products Bengazoles A and B

机译：完全合成有效的抗真菌海洋双红唑天然产物Bengazoles A和B.

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The bengazoles are a family of marine natural products that display potent antifungal activity and a unique structure,containing two oxazole rings flanking a single carbon atom.Total syntheses of bengazole A and B are described,which contain a sensitive ste-reogenic centre at this position between the two oxazoles.Additionally, the synthesis of 10-epi-bengazole A is reported.Two parallel synthetic routes were investigated,relying on construction of the 2,4-disubstituted oxazole under mild conditions and a diastereo-selective 1,3-dipolar cycloaddition.Our successful route is high yielding,provides rapid access to single stereoisomers of the complex natural products and allows the synthesis of analogues for biological evaluation.

机译：Bengazoles是一种海洋天然产品系列，其显示有效的抗真菌活性和独特的结构，含有两个含有单个碳原子的氧唑环。描述了Bengazole A和B的合成，其在该位置含有一个敏感的静体液中心在两种氧化唑.Aditionally之间，报告了10-Epi-bengazole A的合成。研究了并行合成途径，依赖于在温和条件下的2,4-二取代的恶唑的构建和非对映选择性1,3-偶极物环加成。我们成功的路线屈服，提供复杂天然产物的单一立体异构体的快速进入，并允许合成用于生物评价的类似物。

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来源
《Chemistry: A European journal》 |2007年第19期|共24页
作者
James A.Bull; Emily P.Balskus; Richard A.J.Horan;
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作者单位

Department of Chemistry University of Cambridge Lensfield Road Cambridge CB2 1EW(UK);

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原文格式 PDF
正文语种 eng
中图分类化学;
关键词
antifungal agents; cycloaddition; heterocycles natural products; total synthesis;

机译：抗真菌剂;环加成;杂环天然产品;总合成;

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1. Total Synthesis of Potent Antifungal Marine Bisoxazole Natural Products Bengazoles A and B [J] . James A.Bull, Emily P.Balskus, Richard A.J.Horan Chemistry: A European journal . 2007,第19期

机译：完全合成有效的抗真菌海洋双红唑天然产物Bengazoles A和B.
2. TOTAL SYNTHESIS OF THE POTENT ANTIFUNGAL AGENTS BENGAZOLE C AND E [J] . Alvaro Enriquez-Garcia, Steven V. Ley Collection of Czechoslovak Chemical Communications . 2009,第6期

机译：孟加拉强效C和E的强效抗真菌剂的总合成
3. TOTAL SYNTHESIS OF THE POTENT ANTIFUNGAL AGENTS BENGAZOLE C AND E [J] . Álvaro Enríquez-García Steven V Ley Collection of Czechoslovak Chemical Communications . 2009,第6期

机译：苯并唑C和E的强效抗真菌剂的总合成
4. Total Synthesis of Marine Natural Products Rubrolide O and Denigrin B [C] . Milandip Karak, Luiz C. A. Barbosa, Tohru Oishi 日本化学会春季年会講演予稿集 . 2018

机译：海洋天然产物的总合成摩洛德o和denigrin b
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7. Evidence for Separate Binding and Scaffolding Domains in the Immunosuppressive and Antitumor Marine Natural Product, Pateamine A: Design, Synthesis, and Activity Studies Leading to a Potent Simplified Derivative [O] . -1

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Total Synthesis of Potent Antifungal Marine Bisoxazole Natural Products Bengazoles A and B

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