Diastereoselective synthesis of cis-1,2-disubstituted cyclopropanols and cyclopent-3-enols via SmI2 mediated C-N(Bt) bond cleavage

Xie Tingting; Zhou Liejin; Shen Mengmeng; Li Jianyong; Lv Xin; Wang Xiaoxia

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Diastereoselective synthesis of cis-1,2-disubstituted cyclopropanols and cyclopent-3-enols via SmI2 mediated C-N(Bt) bond cleavage

机译：通过SmI2介导的C-N（Bt）键裂解，非对映选择性合成顺式1,2-二取代的环丙醇和环戊-3-烯醇

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Diastereoselective synthesis of cis-1,2-disubstituted cyclopropanols and cyclopent-3-enols has been achieved from readily available beta-benzotriazolyl ketones (beta-Bt ketones) via a C-N(Bt) bond cleavage/cyclization process promoted by SmI2/HMPA. (C) 2015 Elsevier Ltd. All rights reserved.

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《Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry》 |2015年第26期|共6页
作者
Xie Tingting; Zhou Liejin; Shen Mengmeng; Li Jianyong; Lv Xin; Wang Xiaoxia;
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正文语种 eng
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Diastereoselective; beta-Benzotriazolyi ketones; Samarium diiodide; Cyclopropanols; Cyclopent-3-enols;

机译：非对映选择性;β-苯并三唑基酮;二碘化Sa;环丙醇;Cyclopent-3-烯醇;

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1. Diastereoselective synthesis of cis-1,2-disubstituted cyclopropanols and cyclopent-3-enols via SmI2 mediated C-N(Bt) bond cleavage [J] . Xie Tingting, Zhou Liejin, Shen Mengmeng, Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2015,第26期

机译：通过SmI2介导的C-N（Bt）键裂解，非对映选择性合成顺式1,2-二取代的环丙醇和环戊-3-烯醇
2. Zinc-Mediated Chain Extension Reaction of 1,3-Diketones to 1,4-Diketones and Diastereoselective Synthesis of trans-1,2-Disubstituted Cyclopropanols [J] . Song Xue, Le-Zhen Li, Yong-Kang Liu, The Journal of Organic Chemistry . 2006,第7期

机译：锌介导的1,3-二酮至1,4-二酮的扩链反应和反式1,2-二取代环丙醇的非对映选择性合成
3. DIASTEREOSELECTIVE SYNTHESIS OF TRANS-1,2-DISUBSTITUTED CYCLOPROPANOLS FROM HOMOALLYL OR BIS-HOMOALLYL ESTERS VIA TANDEM INTRAMOLECULAR NUCLEOPHILIC ACYL SUBSTITUTION AND INTRAMOLECULAR CARBONYL ADDITION REACTIONS MEDIATED BY TI(OPR-I)(4)/2 I-PRMGBR [J] . Kasatkin A., Sato F. Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 1995,第34期

机译：由TI（OPR-I）介导的间苯二酚分子内的核亲酸取代和分子间的羰基加成反应由同烯丙基或双-双烯丙基酯的对映选择性合成反式1,2-取代的环丙醇
4. C-N and C-C Bonds Cleavage of Substituted Pyridines by a Trinuclear Ti Hydride Complex [C] . Shaowei Hu, Takanori Shima, Zhaomin Hou 日本化学会春季年会講演予稿集 . 2018

机译：C-N和C-C键通过三核TI氢化物复合物切割取代吡啶
5. A reiterative approach for the synthesis of the C(28)-C(20) fragment of rifamycin S polypropionate chain by the diastereoselective preparation and regioselective cleavage of oxiranes. Efficient and regioselective copper catalyzed alkenyl Grignard cleavage of 1,2-disubstituted epoxides [D] . Rodriguez Reyes, David 2006

机译：一种通过非对映选择性制备和区域选择性裂解环氧乙烷来合成利福霉素S聚丙烯酸酯链的C（28）-C（20）片段的迭代方法。高效和区域选择性铜催化的1,2-二取代环氧化物烯基格利雅裂解
6. Selective C-N σ Bond Cleavage in Azetidinyl Amides under Transition Metal-Free Conditions [O] . Hengzhao Li, Zemin Lai, Adila Adijiang, 2019

机译：在无过渡金属条件下氮杂环丁烷酰胺中的选择性C-Nσ键断裂
7. SmI2/Water/Amine Mediates Cleavage of Allyl Ether Protected Alcohols: Application in Carbohydrate Synthesis and Mechanistic Considerations. [O] . Anders Dahlen, Andreas Sundgren, Martina Lahmann, 2004

机译：SMI2 /水/胺介导烯丙基醚保护醇的切割：在碳水化合物的合成和机械考虑中的应用。
8. Transition-Metal Mediated Formation and Cleavage of Carbon-Hydrogen Bonds: Hydrogenolysis of Trinuclear Alkylidyne Clusters and Oxidative Addition of Carbon-Hydrogen Bonds to Rhenium [R] . Seidler, P. F. 1985

机译：过渡金属介导的形成和碳氢键的裂解：三核烷基炔团簇的氢解和碳 - 氢键与铼的氧化加成

Diastereoselective synthesis of cis-1,2-disubstituted cyclopropanols and cyclopent-3-enols via SmI2 mediated C-N(Bt) bond cleavage

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