Efficient construction of highly functionalized spiro[γ-butyrolactone-pyrrolidin-3,3'-oxindole] tricyclic skeletons via an organocatalytic 1,3-dipolar cycloaddition

Long Wang; Xiao-Mei Shi; Wei-Ping Dong; Li-Ping Zhu; Rui Wang

首页> 外文期刊>Chemical Communications >Efficient construction of highly functionalized spiro[γ-butyrolactone-pyrrolidin-3,3'-oxindole] tricyclic skeletons via an organocatalytic 1,3-dipolar cycloaddition

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Efficient construction of highly functionalized spiro[γ-butyrolactone-pyrrolidin-3,3'-oxindole] tricyclic skeletons via an organocatalytic 1,3-dipolar cycloaddition

机译：通过有机催化的1,3-偶极环加成反应高效构建高度官能化的螺[γ-丁内酯-吡咯烷-3,3'-羟吲哚]三环骨架

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摘要

Highly functionalized spiro[y-butyrolactone-pyrrolidin-3,3'-oxindole] tricyclic skeletons were delivered successfully with high optical purity using an effective yet simple procedure.

机译：高度功能化的螺[γ-丁内酯-吡咯烷烃-3,3'-羟吲哚]三环骨架可通过有效而简单的方法以高光学纯度成功交付。

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来源
《Chemical Communications》 |2013年第33期|3458-3460|共3页
作者
Long Wang; Xiao-Mei Shi; Wei-Ping Dong; Li-Ping Zhu; Rui Wang;
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作者单位

Key Laboratory of Preclinical Study for New Drugs ofGansu Province, State Key Laboratory of Applied Organic Chemistry, School of Life Sciences, School of Basic Medical Science, Lanzhou University, Lanzhou 730000, China;

Key Laboratory of Preclinical Study for New Drugs ofGansu Province, State Key Laboratory of Applied Organic Chemistry, School of Life Sciences, School of Basic Medical Science, Lanzhou University, Lanzhou 730000, China;

Key Laboratory of Preclinical Study for New Drugs ofGansu Province, State Key Laboratory of Applied Organic Chemistry, School of Life Sciences, School of Basic Medical Science, Lanzhou University, Lanzhou 730000, China;

Key Laboratory of Preclinical Study for New Drugs ofGansu Province, State Key Laboratory of Applied Organic Chemistry, School of Life Sciences, School of Basic Medical Science, Lanzhou University, Lanzhou 730000, China;

Key Laboratory of Preclinical Study for New Drugs ofGansu Province, State Key Laboratory of Applied Organic Chemistry, School of Life Sciences, School of Basic Medical Science, Lanzhou University, Lanzhou 730000, China Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Kowloon, Hong Kong, China;

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1. Efficient construction of highly functionalized endo -selective spiro[pyrrolidin-2,3'-oxindoles] via a regioselective 1,3-dipolar cycloaddition reaction between 3-amino oxindoles as azomethine ylide precursors and nitroalkenes [J] . Hongbao Sun, Xiaoyan Wang, Yi chen Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2014,第40期

机译：通过作为偶氮甲碱叶立德前体的3-氨基羟吲哚与硝基烯烃之间的区域选择性1,3-偶极环加成反应，可高效构建高度官能化的内选择性螺[吡咯烷烃-2,3'-羟吲哚]
2. Organocatalytic Enantioselective 1,3-Dipolar Cycloadditions between Seyferth-Gilbert Reagent and Isatylidene Malononitriles: Synthesis of Chiral Spiro-phosphonylpyrazoline-oxindoles [J] . Du Taiping, Du Fei, Ning Yanqiang, Organic letters . 2015,第5期

机译：塞弗斯-吉尔伯特试剂和异亚丙基丙二腈之间的有机催化对映选择性1,3-偶极环加成反应：手性螺-膦酰基吡唑啉-恶吲哚的合成
3. A highly regioselective synthesis of 1-N-methyl-spiro-[2,3 ''']-oxindole-spiro-[3,2 '']indane-l '', 3 ''-dione-4-arylpyrrolidines through 1,3-dipolar cycloaddition protocol [J] . Babu ARS, Raghunathan R, Gayatri G, Journal of Heterocyclic Chemistry: The International Journal of Heterocyclic Chemistry . 2006,第6期

机译：1-N-甲基-螺-[2,3''']-羟吲哚-螺-[3,2'']茚满-1''，3''-二酮-4-芳基吡咯烷的高度区域选择性合成，3-偶极环加成方案
4. Chemical functionalization of carbon nanotubes by the 1,3-dipolar cycloaddition reaction: the effect of temperature [C] . Rui M. Novais, Tania Ferreira, Bruno A. Oliveira, CARBON'09;Annual world conference on carbon;World conference on carbon . 2009

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6. A Facile One-Pot Construction of Succinimide-Fused SpiroPyrrolidine-23′-Oxindoles via 13-Dipolar Cycloaddition Involving 3-Amino Oxindoles and Maleimides [O] . Lunqiang Jin, Feng Liang 2018

机译：通过涉及3-氨基羟吲哚和马来酰亚胺的13-偶极环加成反应制备琥珀酰亚胺融合的螺吡咯烷-23-Oxindoles的简便一锅
7. Construction of spirocycles containing highly substituted pyrroli-dine and 1-indanone motifs with spiro quaternary stereogenic centers via 1,3-dipolar cycloaddition of 2-alkylidene-1-indanone and azomethine ylides promoted by simple imidazolium salts [O] . Hu Wei-Qiang, Cui Yan-Su, Wu Zhi-Jun, 2015

机译：通过简单的咪唑鎓盐促进的2-亚烷基-1-茚满酮和偶氮甲亚胺的1，3-偶极环加成反应构建具有高取代的吡咯二酮和1-茚满酮基序并带有螺四价立体中心的螺环

Efficient construction of highly functionalized spiro[γ-butyrolactone-pyrrolidin-3,3'-oxindole] tricyclic skeletons via an organocatalytic 1,3-dipolar cycloaddition

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