Stereoselective Synthesis of Bicyclic Nitrocyclopropanes by a Radical—Anion Domino Reaction

Akio Kamimura; Ayako Kadowaki; Takayuki Yoshida; Ryota Takeuchi; Hidemitsu Uno

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Stereoselective Synthesis of Bicyclic Nitrocyclopropanes by a Radical—Anion Domino Reaction

机译：自由基-阴离子多米诺反应立体选择性合成双环硝基环丙烷

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Cyclopropanation is regarded as an important transforma-tion in organic synthesis.~[1]Synthesis of 3-azabicyclo-[3.1.0]hexane structures has been of interest because com-pounds with these structures, for example, indolizomycin,~[2]trovafloxacin,~[3]duocarmycin, and CC-1065~[4]show signifi-cant biological activity. Preparation of these structures in-volves low-valent titanium-mediated cyclization (the Kulin-kovich reaction), which has recently been explored exten-sively by de Meijere and others.~[5,6]Another method usingcyclopropyllithium reagents has also been reported.

机译：环丙烷化被认为是有机合成中的重要转变。〜[1]合成3-氮杂双环-[3.1.0]己烷结构很受关注，因为与这些结构的化合物，例如吲哚唑霉素，[2]曲妥沙星，〜[3]杜卡霉素和CC-1065〜[4]具有重要的生物学活性。这些结构的制备涉及低价钛介导的环化（Kulin-kovich反应），最近由de Meijere等人进行了广泛的探索。[5,6]也报道了另一种使用环丙基锂试剂的方法。。

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《Chemistry: A European journal》 |2009年第40期|共5页
作者
Akio Kamimura; Ayako Kadowaki; Takayuki Yoshida; Ryota Takeuchi; Hidemitsu Uno;
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正文语种 eng
中图分类 540E0070;
关键词
cyclopropanes; domino reactions; oxidation; radical cyclization; stereoselective reaction;

机译：环丙烷;多米诺反应;氧化;自由基环化;立体选择性反应;

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1. Stereoselective Synthesis of Bicyclic Nitrocyclopropanes by a Radical—Anion Domino Reaction [J] . Akio Kamimura, Ayako Kadowaki, Takayuki Yoshida, Chemistry: A European journal . 2009,第40期

机译：自由基-阴离子多米诺反应立体选择性合成双环硝基环丙烷
2. Addition of Bis-sulfinyl Anions to Ketones: Stereoselective Synthesis of Allylic Alcohols through Evans-Mislow Rearrangement Based Domino Reactions [J] . Franck Brebion, Francisco Najera, Benedicte Delouvrie, Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2007,第15期

机译：双亚磺酰基阴离子加到酮上：通过基于Evans-Mislow重排的多米诺反应的立体选择性合成烯丙醇
3. M. Addition of bis-sulfinyl anions to ketones: Stereoselective synthesis of allylic alcohols through Evans-Mislow rearrangement based domino reactions [J] . Brebion F, Najera F, Delouvrie B, Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2007,第15期

机译：M.将双亚磺酰基阴离子加到酮上：通过基于Evans-Mislow重排的多米诺反应的立体选择性合成烯丙醇
4. Synthesis,Structure and Reaction of Bicyclic Germyl Cation,Anion and Radical [C] . Yutaka Ishida, Akira Sekiguchi Symposium on Organometallic Chemistry . 2003

机译：双环衍生，阴离子和自由基的合成，结构和反应
5. Synthesis of Novel Benzimidazolium Perfluoro Model Compounds Using Free Radical Reactions and Synthesis of Novel Ligands Subject to Both Free Radical and Romp Polymerization Reactions for Fabricating Anion-Exchange Membranes [D] . Jiang, Shengdong 2018

机译：利用自由基反应合成新型苯并咪唑全氟模型化合物以及经受自由基和隆起聚合反应的新型配体的合成，以制备阴离子交换膜。
6. Anion–π catalysis: bicyclic products with four contiguous stereogenic centers from otherwise elusive diastereospecific domino reactions on π-acidic surfaces [O] . Le Liu, Yoann Cotelle, Juliane Klehr, 2017

机译：阴离子-π催化：在π-酸性表面上具有四个难以确定的非对映特异性多米诺反应的具有四个连续立体中心的双环产物
7. Synthesis of 1Azaspiro4.4nonane Derivatives Enabled by Domino Radical Bicyclization Involving Formation and Capture of Alkoxyaminyl Radicals [O] . -1

机译：通过Domino自由基双环化的1Azaspiro 4.4壬烷衍生物的合成涉及形成和捕获烷氧基氨基
8. Enolboration. 5. An Examination of the Effects of Amine, Solvent, and OtherReaction Parameters on the Stereoselective Enolboration of Ketones with Various Chx sub 2 BX Reagents. An Optimized Procedure to Achieve the Stereoselective Synthesis of E Enol Bor [R] . Ganesan, K., Brown, H. C. 1993

机译：Enolboration。 5.检查胺，溶剂和其他反应参数对各种Chx sub 2 BX试剂的酮的立体选择性烯化作用的影响。实现E烯醇立体选择性合成的优化方法

Stereoselective Synthesis of Bicyclic Nitrocyclopropanes by a Radical—Anion Domino Reaction

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