Highly enantio-and diastereoselective generation of two quaternary centers in spirocyclopropanation of oxindole derivatives

Noole A.; Sucman N.S.; Kabeshov M.A.; Kanger T.; MacAev F.Z.; Malkov A.V.

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Highly enantio-and diastereoselective generation of two quaternary centers in spirocyclopropanation of oxindole derivatives

机译：羟吲哚衍生物螺环丙烷化中两个四元中心的高度对映和非对映选择性生成

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Spirocyclopropanes: Only one out of eight possible stereoisomers was obtained in the asymmetric cascade cyclopropanation of alkylidene oxindoles with ethyl 2-chloroacetoacetate. Improved catalyst design ensured that spirocyclopropyl oxindoles featuring two quaternary centers were synthesized in high yield and high enantio-and diastereoselectivity (see scheme).

机译：螺环丙烷：在亚烷基吲哚与2-氯乙酰乙酸乙酯的不对称级联环丙烷化中，只有八种可能的立体异构体中的一种。改进的催化剂设计确保以高收率，高对映和非对映选择性合成具有两个季中心的螺环丙基羟吲哚（参见方案）。

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《Chemistry: A European journal》 |2012年第47期|共5页
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Noole A.; Sucman N.S.; Kabeshov M.A.; Kanger T.; MacAev F.Z.; Malkov A.V.;
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正文语种 eng
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asymmetric catalysis; cascade reactions; cyclization; organocatalysis; spiro compounds;

机译：不对称催化;级联反应;环化;有机催化;螺化合物;

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1. Highly enantio-and diastereoselective generation of two quaternary centers in spirocyclopropanation of oxindole derivatives [J] . Noole A., Sucman N.S., Kabeshov M.A., Chemistry: A European journal . 2012,第47期

机译：羟吲哚衍生物螺环丙烷化中两个四元中心的高度对映和非对映选择性生成
2. Highly Enantio-and Diastereoselective Tandem Generation of Cyclopropyl Alcohols with up to Four Contiguous Stereocenters [J] . Hun Young Kim, Alice E.Lurain, Patricia Garcfa-Garcfa, Journal of the American Chemical Society . 2005,第38期

机译：具有多达四个连续立体中心的高度对映和非对映选择性串联生成的环丙基醇
3. Highly diastereoselective generation of various 3,3-disubstituted allyl boronates for the stereospecific construction of quaternary centers [J] . Robyn Aryn Biggs, Maria Lambadaris, William W. Ogilvie Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2014,第44期

机译：高度非对映选择性生成各种3,3-二取代的硼酸烯丙基酯，用于季中心的立体定位
4. Highly Efficient Synthesis of Oxindole Derivatives via Catalytic Intramolecular C-H Insertion Reactions of Diazoamides [C] . Nga Phan-Thi-Thanh, Masaya Tone, Hayato lnoue International Conference on Science and Technology . 2020

机译：通过催化分子内C-H插入式重氮酰胺的催化分子内C-H插入反应高效合成氧吲哚衍生物
5. Part I: Vanadium-Catalyzed Asymmetric Oxidative Coupling of Phenols and Hydroxycarbazoles and Its Mechanistic Study. Part II: Total Synthesis of Chaetoglobin A. Part III: Ligand Evolution to Drive Reaction Discovery. Part IV: Oxidative Coupling of 3-Oxindoles to Construct Quaternary Centers [D] . Kang, Houng 2018

机译：第一部分：钒催化苯酚和羟基咔唑的不对称氧化偶合及其机理研究。第二部分：脂球蛋白A的全合成。第三部分：配体进化以驱动反应发现。第四部分：3-氧辛二烯的氧化偶联以构建四元中心
6. Highly Diastereoselective Construction of Carbon– Heteroatom Quaternary Stereogenic Centers in the Synthesis of Analogs of Bioactive Compounds: From Monofluorinated Epoxyalkylphosphonates to α-Fluoro- β- or γ-Amino Alcohol Derivatives of Alkylphosphonates [O] . Magdalena Rapp, Klaudia Margas-Musielak, Patrycja Kaczmarek, 2021

机译：在生物活性化合物类似物的合成中的碳杂型季型立体根系中的高度自析选择性构建：从单氟化环氧烷基膦酸盐到α-氟 - β-或γ-氨基醇衍生物的烷基膦酸盐
7. Highly Diastereoselective Synthesis of Homoallylic Alcohols Bearing Adjacent Quaternary Centers Using Substituted Allylic Zinc Reagents [O] . -1

机译：含有取代的烯丙基锌试剂的相邻季中心的同性恋醇的高度自映选择性合成

Highly enantio-and diastereoselective generation of two quaternary centers in spirocyclopropanation of oxindole derivatives

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