Stereochemical Determination of Tuscolid/Tuscorons and Total Synthesis of Tuscoron D and E: Insights into the Tuscolid/Tuscoron Rearrangement

Goericke Bjoern; Bieber Michelle Fernandez; Mohr Kathrin E.; Menche Dirk

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Stereochemical Determination of Tuscolid/Tuscorons and Total Synthesis of Tuscoron D and E: Insights into the Tuscolid/Tuscoron Rearrangement

机译：立体化学测定托砂/托斯科龙及托斯科龙和E的总合成：凝视液体洞中的洞察

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The stereochemistry of the structurally unique myxobacterial polyketides tuscolid/tuscorons was determined by a combination of high-field NMR studies, molecular modeling, and chemical derivatization and confirmed by a modular total synthesis of tuscorons D and E. Together with the discovery of three novel tuscorons, this study provides detailed insight into the chemically unprecedented tuscolid/tuscoron rearrangement cascade.

机译：通过高场NMR研究，分子建模和化学衍生化的组合和化学衍生化的组合测定了结构上独特的肌细胞聚酮化合物的立体化学，并通过模块化总合成托斯科龙和E.的发现。此次研究提供了对化学上前所未有的肉毒蛋白/托斯重新排列级联的详细洞察。

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来源
《Angewandte Chemie》 |2019年第37期|共5页
作者
Goericke Bjoern; Bieber Michelle Fernandez; Mohr Kathrin E.; Menche Dirk;
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作者单位

Univ Bonn Kekule Inst Organ Chem &

Biochem Gerhard Domagk Str 1 D-53121 Bonn Germany;

Univ Bonn Kekule Inst Organ Chem &

Biochem Gerhard Domagk Str 1 D-53121 Bonn Germany;

Helmholtz Ctr Infect Res HZI Microbial Drugs Inhoffenstr 7 D-38124 Braunschweig Germany;

Univ Bonn Kekule Inst Organ Chem &

Biochem Gerhard Domagk Str 1 D-53121 Bonn Germany;

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原文格式 PDF
正文语种 eng
中图分类应用化学;
关键词
myxobacteria; natural products; polyketides; rearrangements; total synthesis;

机译：myxobacteria;天然产品;聚酮;重排;总合成;

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1. Stereochemical Determination of Tuscolid/Tuscorons and Total Synthesis of Tuscoron D and E: Insights into the Tuscolid/Tuscoron Rearrangement [J] . Goericke Bjoern, Bieber Michelle Fernandez, Mohr Kathrin E., Angewandte Chemie . 2019,第37期

机译：立体化学测定托砂/托斯科龙及托斯科龙和E的总合成：凝视液体洞中的洞察
2. Anion-Accelerated Aromatic Oxy-Cope Rearrangement in Geranylation/Nerylation of Xanthone: Stereochemical Insights and Synthesis of Fuscaxanthone F [J] . Fujimoto Yuuki, Takahashi Kanae, Kobayashi Ryouma, Synlett . 2020,第14期

机译：阴离子加速的芳香氧 - 应对Xanthone的Geranylation / Nerylation中的重新排列：绝对化学洞察和合成Fuscaxanthone F.
3. Anion-Accelerated Aromatic Oxy-Cope Rearrangement in Geranylation/Nerylation of Xanthone: Stereochemical Insights and Synthesis of Fuscaxanthone F [J] . Fujimoto Yuuki, Takahashi Kanae, Kobayashi Ryouma, Synlett . 2020,第14期

机译：阴离子加速的芳香氧 - 应对Xanthone的Geranylation / Nerylation中的重新排列：绝对化学洞察和合成Fuscaxanthone F.
4. Asymmetric Total Synthesis, Stereochemical Stability and Cancer Cell Killing Effects of Stemona Alkaloids [C] . Takayuki Iwata, Satoshi Fujita, Taishi Tomiyama 日本化学会春季年会講演予稿集 . 2018

机译：不对称的全合成，立体化学稳定性和癌细胞杀菌作用对斯莫纳生物碱的杀伤作用
5. I. Host/Guest Complexes for Absolute Stereochemical Determination of Organic Molecules; II. Total Synthesis Of (-)-Salinosporamide A; III. Stereocontrolled Spiroketalizations, and Efforts Towards the Total Synthesis of Obtusin [D] . Gholami, Hadi. 2018

机译：I.用于绝对立体化学测定有机分子的宿主/客体配合物；二。（-）-Salinosporamide A的全合成；三，立体控制螺环化以及对Obtusin的全合成的努力
6. Adherence to Bürgi–Dunitz stereochemical principles requires significant structural rearrangements in Schiff-base formation: insights from transaldolase complexes [O] . Samuel H. Light, George Minasov, Mark-Eugene Duban, -1

机译：遵守Bürgi–Dunitz立体化学原理需要在Schiff碱基形成中进行重大的结构重排：转醛缩酶复合物的见解
7. Stereochemical Control in the Still-Wittig Rearrangement Synthesis of Cyclohexyl (Z)-Alkene Inhibitors of Pin1. [O] . Xingguo R Chen, Shuang A Fan, Rachel I Ware, 2015

机译：静态Wittig重排中的立体化学控制pin1的环己基（Z） - 烯烃抑制剂的合成。

Stereochemical Determination of Tuscolid/Tuscorons and Total Synthesis of Tuscoron D and E: Insights into the Tuscolid/Tuscoron Rearrangement

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