Stereoselective total synthesis of garsubellin A

UwamoriM.; NakadaM.

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Stereoselective total synthesis of garsubellin A

机译：立体选择性全合成garsubellin A

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The stereoselective total synthesis of garsubellin A is described. The total synthesis was achieved through the stereoselective construction of a bicyclo3.3.1nonane derivative via a three-step sequence: intramolecular cyclopropanation, formation of a germinal dimethyl group, and regioselective ring opening of cyclopropane. To complete the total synthesis of garsubellin A, chemo-And stereoselective hydrogenation to generate the C8 stereogenic center is followed by the formation of the fused tetrahydrofuran ring by a regioselective epoxide-opening reaction with C3 ketone, and finally cross metathesis to construct two prenyl groups.

机译：描述了Garsubellin A的立体选择性全合成。总的合成是通过双选择性的双环3.3.1壬烷衍生物的立体选择性构建来完成的，该过程分为三个步骤：分子内环丙烷化，生发的二甲基基团形成和环丙烷的区域选择性开环。为了完成Garsubellin A的全合成，进行化学和立体选择性氢化以生成C8立体异构中心，然后通过与C3酮的区域选择性环氧化物开环反应形成稠合的四氢呋喃环，最后交叉易位以构建两个异戊二烯基。

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《The Journal of Antibiotics: An International Journal》 |2013年第3期|共5页
作者
UwamoriM.; NakadaM.;
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正文语种 eng
中图分类药学;
关键词
cyclopropanation; garsubellin A; natural product; stereoselective synthesis; total synthesis;

机译：环丙烷化;garsubellin A;天然产物;立体选择性合成;全合成;

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专利

1. Stereoselective total synthesis of garsubellin A [J] . UwamoriM., NakadaM. The Journal of Antibiotics: An International Journal . 2013,第3期

机译：立体选择性全合成garsubellin A
2. Synthesis of Polyprenylated Acylphloroglucinols Using Bridgehead Lithiation: The Total Synthesis of Racemic Clusianone and a Formal Synthesis of Racemic Garsubellin A [J] . Nadia M. Ahmad, Vincent Rodeschini, Nigel S. Simpkins, The Journal of Organic Chemistry . 2007,第13期

机译：桥头锂合成多异戊烯化的酰基间苯三酚：外消旋氯酮的全合成和外消旋Garsubellin A的形式合成
3. Studies toward the Total Synthesis of Garsubellin A: A Concise Synthesis of the 18-epi-Tricyclic Core [J] . Hiroyuki Usuda, Motomu Kanai, Masakatsu Shibasaki Organic letters . 2002,第5期

机译：关于Garsubellin A的全合成的研究：18-表三环核的精确合成
4. Total Synthesis of (±)-Garsubellin A(Abstracts) [C] . Akiyoshi Kuramochi, Yohei Shimizu, Hiroyuki Usuda European Symposium on Organic Chemistry . 2007

机译：（±）-garsubellin a（摘要）的总合成
5. 1. Total synthesis of sarcodictyins A and B and studies toward the synthesis of garsubellin A. 2. Design and solid phase synthesis of natural product like combinatorial libraries. [D] . Pfefferkorn, Jeffrey A. 2001

机译：1.合成Sarcodictyins A和B，并研究合成garsubellinA。2.设计和固相合成天然产物，如组合文库。
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7. Towards an enantiospecific total synthesis of garsubellin A and related phloroglucin natural products: the alpha-pinene approach [O] . Mehta Goverdhan, Bera Mrinal K 2004

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Stereoselective total synthesis of garsubellin A

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