Total Synthesis of cis-Clavicipitic Acid from Asparagine via Ir-Catalyzed CH bond Activation as a Key Step

Tahara Yu-ki; Ito Mamoru; Kanyiva Kyalo Stephen; Shibata Takanori

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Total Synthesis of cis-Clavicipitic Acid from Asparagine via Ir-Catalyzed CH bond Activation as a Key Step

机译：天冬酰胺通过Ir催化的CH键活化完全合成顺式克拉维酸是关键步骤

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摘要

4-Substituted tryptophan derivatives and the total synthesis of cis-clavicipitic acid were achieved in reactions in which Ir-catalyzed CH bond activation was a key step. The starting material for these reactions is asparagine, which is a cheap natural amino acid. The reductive amination step from the 4-substituted tryptophan derivative gave cis-clavicipitic acid with perfect diastereoselectivity.

机译：在其中Ir催化的CH键活化是关键步骤的反应中，实现了4位色氨酸衍生物的合成和顺式克拉维酸的全合成。这些反应的起始原料是天冬酰胺，天冬酰胺是一种廉价的天然氨基酸。来自4-取代的色氨酸衍生物的还原性胺化步骤得到具有完美非对映选择性的顺式-克拉维酸。

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《Chemistry: A European journal》 |2015年第32期|共4页
作者
Tahara Yu-ki; Ito Mamoru; Kanyiva Kyalo Stephen; Shibata Takanori;
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正文语种 eng
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4-substituted tryptophan derivatives; CH activation; clavicipitic acid; iridium; total synthesis;

机译：4-取代色氨酸衍生物;CH活化;克拉维酸;铱;全合成;

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1. Total Synthesis of cis-Clavicipitic Acid from Asparagine via Ir-Catalyzed CH bond Activation as a Key Step [J] . Tahara Yu-ki, Ito Mamoru, Kanyiva Kyalo Stephen, Chemistry: A European journal . 2015,第32期

机译：天冬酰胺通过Ir催化的CH键活化完全合成顺式克拉维酸是关键步骤
2. Total Synthesis of (-)-Geissoschizol through Ir-Catalyzed Allylic Amidation as the Key Step [J] . Zheng Yu, Wei Kun, Yang Yu-Rong Organic letters . 2017,第23期

机译：（ - ） - Geissoschizol通过IR催化的烯丙基酰胺酰胺作为关键步骤
3. Erratum: Efficient total synthesis of (-)-cis-clavicipitic acid (Journal of Organic Chemistry (2009) 74 (6859)) [J] . Xu Z., Li Q., Zhang L., The Journal of Organic Chemistry . 2010,第18期

机译：勘误表：（-）-顺式-克拉维酸的有效全合成（Journal of Organic Chemistry（2009）74（6859））
4. Synthesis of Optically Active α-Methyl Amino Acids Using Biotransformation as a Key Step [C] . Masanobu Yatagai, Takayuki Hamada, Hiroyuki Nozaki, Asymmetric synthesis and application of α-amino acids . 2007

机译：以生物转化为关键步骤合成旋光活性α-甲基氨基酸
5. Development of Novel Methods for the Synthesis of Sulfur Compounds by Transformations of Non-activated Carboxylic Acids and Aromatic Carbon-Hydrogen Bonds into Carbon-Sulfur Bonds as a Key Process [D] . 西野　晃太 2019

机译：通过将未活化的羧酸和芳香碳氢键转变为碳硫键的关键过程，开发合成硫化合物的新方法
6. Enantioselective Total Synthesis of (−)-Minovincine in Nine Chemical Steps: An Approach to Ketone Activation in Cascade Catalysis [O] . Brian N. Laforteza, Mark Pickworth, Prof. David W. C. MacMillan -1

机译：在九个化学步骤中（-）-米诺霉素的对映选择性全合成：级联催化中的酮活化方法
7. Correction to “Total Synthesis of (−)-Geissoschizol through Ir-Catalyzed Allylic Amidation as the Key Step” [O] . Yu Zheng, Kun Wei, Yu-Rong Yang 2018

机译：校正“（ - ） - 通过IR催化烯丙基酰胺酰胺酰胺术作为关键步骤”

Total Synthesis of cis-Clavicipitic Acid from Asparagine via Ir-Catalyzed CH bond Activation as a Key Step

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