Stereodivergent and Reiterative Synthesis of Bistetrahydrofuran Ring Cores of Annonaceous Acetogenins

Naoto Kojima; Naoyoshi Maezaki; Hiroaki Tominaga; Minori Yanai; Daisuke Urabe; Tetsuaki Tanaka

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Stereodivergent and Reiterative Synthesis of Bistetrahydrofuran Ring Cores of Annonaceous Acetogenins

机译：丙酮酸双生双氢呋喃环核的立体发散和重复合成

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Eight diastereoisomers of the bistetrahydrofuran ring cores of annona-ceous acetogenins have been synthesized by asymmetric alkynylation of a-tetrahy-drofuranic aldehydes and Stereodivergent one-pot tetrahydrofuran(THF)ring formation.In all cases,the asymmetric alkynylation proceeded with very high diaster-eoselectivity to give eight kinds of optically pure THF cores.We also describe a comparison of the 'H and 13C NMR spectral data of the eight isomers and give full details of the THF ring construction.

机译：通过α-四氢呋喃醛的不对称烷基化反应和立体发散的一锅式四氢呋喃（THF）环的合成，合成了八种Annonaceous acetogenins的双四氢呋喃环核的非对映异构体。给出了8种光学纯的THF核的选择性，我们还描述了这8种异构体的1H和13C NMR光谱数据的比较，并给出了THF环结构的详细信息。

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《Chemistry: A European journal》 |2004年第3期|共9页
作者
Naoto Kojima; Naoyoshi Maezaki; Hiroaki Tominaga; Minori Yanai; Daisuke Urabe; Tetsuaki Tanaka;
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正文语种 eng
中图分类化学;
关键词
annonaceous acetogenins; asymmetric alkynylation; cyclization; stereodi-vergent synthesis; synthetic methods;

机译：丙酮乙酸酯;不对称炔化;环化;立体异构合成;合成方法;

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1. Stereodivergent and Reiterative Synthesis of Bistetrahydrofuran Ring Cores of Annonaceous Acetogenins [J] . Naoto Kojima, Naoyoshi Maezaki, Hiroaki Tominaga, Chemistry: A European journal . 2004,第3期

机译：丙酮酸双生双氢呋喃环核的立体发散和重复合成
2. An outside-in approach to adjacent bistetrahydrofuran annonaceous acetogenins with C-2 core symmetry. Total synthesis of asimicin and a C32 analogue [J] . Marshall JA, Sabatini JJ Organic letters . 2006,第16期

机译：一种由内而外的方法，以相邻的具有C-2核对称性的双四氢呋喃非乙酰乙酸原。 Asimicin和C32类似物的全合成
3. Systematic Construction of a Monotetrahydrofuran-Ring Library in Annonaceous Acetogenins by Asymmetric Alkynylation and Stereodivergent Tetrahydrofuran-Ring Formation [J] . Naoto Kojima, Naoyoshi Maezaki, Hiroaki Tominaga, Chemistry: A European journal . 2003,第20期

机译：通过不对称炔基化和立体发散的四氢呋喃-环形成系统构建丙酮酸单酯中的四氢呋喃环文库
4. CALLUS CULTURES OF ANNONA SQUAMOSA FOR THE PRODUCTION OF ANNONACEOUS ACETOGENINS [C] . LI-DA WANG, DE-YOU QIU, JI-YUN CHEN, Collection of Academic Papers(2002) . -1

机译：鳞茎番荔枝的愈伤组织培养用于生产非乙酰丙酮
5. Stereodivergent synthesis of bistetrahydrofuran-containing acetogenins through [3+2] annulation strategy, and progress toward a complete diastereomer library. [D] . Huh, Chan Woo. 2008

机译：通过[3 + 2]环空策略立体合成含双四氢呋喃的产乙酸甘油酯，并逐步发展为一个完整的非对映异构体文库。
6. Synthesis and Cytotoxic Property of Annonaceous Acetogenin Glycoconjugates [O] . Jing-Fang Shi, Ping Wu, Xiao-Li Cheng, 2020

机译：丙酮糖原糖蛋白缀合物的合成与细胞毒性
7. An Outside-In Approach to Adjacent Bistetrahydrofuran Annonaceous Acetogenins with C2 Core Symmetry. Total Synthesis of Asimicin and a C32 Analogue [O] . -1

机译：具有C2核对称的相邻Bistetrahydrofuran acetogens的外面的方法。 ASIMICIN的总合成和C32类似物

Stereodivergent and Reiterative Synthesis of Bistetrahydrofuran Ring Cores of Annonaceous Acetogenins

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