多功能伯胺催化的环状烯酮对映选择性1,3-偶极环加成反应：氢键的有益作用 - Suppr

Enantioselective 1,3-dipolar cycloaddition of cyclic enones catalyzed by multifunctional primary amines: beneficial effects of hydrogen bonding.

作者信息

Chen Wei, Du Wei, Duan Yong-Zheng, Wu Yong, Yang Sheng-Yong, Chen Ying-Chun

机构信息

Key Laboratory of Drug Targeting of Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.

出版信息

Angew Chem Int Ed Engl. 2007;46(40):7667-70. doi: 10.1002/anie.200702618.

DOI:10.1002/anie.200702618

PMID:17768751

Abstract

摘要

相似文献

Enantioselective 1,3-dipolar cycloaddition of cyclic enones catalyzed by multifunctional primary amines: beneficial effects of hydrogen bonding.多功能伯胺催化的环状烯酮对映选择性1,3-偶极环加成反应：氢键的有益作用

Angew Chem Int Ed Engl. 2007;46(40):7667-70. doi: 10.1002/anie.200702618.

Amine-catalyzed enantioselective 1,3-dipolar cycloadditions of aldehydes to C,N-cyclic azomethine imines.胺催化醛与C,N-环甲亚胺亚胺的对映选择性1,3-偶极环加成反应。

Chemistry. 2014 Apr 14;20(16):4559-62. doi: 10.1002/chem.201400333. Epub 2014 Mar 18.

N-heterocyclic carbene-catalyzed [3+4] cycloaddition and kinetic resolution of azomethine imines.N-杂环卡宾催化的[3+4]环加成反应和亚胺的动力学拆分。

J Am Chem Soc. 2014 Jan 29;136(4):1214-7. doi: 10.1021/ja411110f. Epub 2014 Jan 16.

A new copper-catalyzed [3 + 2] cycloaddition: enantioselective coupling of terminal alkynes with azomethine imines to generate five-membered nitrogen heterocycles.一种新型铜催化的[3 + 2]环加成反应：末端炔烃与甲亚胺亚胺的对映选择性偶联反应生成五元含氮杂环化合物。

J Am Chem Soc. 2003 Sep 10;125(36):10778-9. doi: 10.1021/ja036922u.

Highly enantioselective and diastereoselective 1,3-dipolar cycloaddition reactions between azomethine imines and 3-acryloyl-2-oxazolidinone catalyzed by binaphthyldiimine-Ni(II) complexes.联萘二亚胺-Ni(II)配合物催化的甲亚胺叶立德与3-丙烯酰基-2-恶唑烷酮之间的高度对映选择性和非对映选择性1,3-偶极环加成反应。

Org Lett. 2007 Jan 4;9(1):97-100. doi: 10.1021/ol062675y.

Enantioselective copper-catalyzed 1,3-dipolar cycloadditions.对映选择性铜催化的1,3-偶极环加成反应。

Chem Rev. 2008 Aug;108(8):2887-902. doi: 10.1021/cr078371m. Epub 2008 Jul 10.

Catalytic asymmetric 1,3-dipolar cycloaddition of alpha-iminonitriles.α-亚氨基腈的催化不对称1,3-偶极环加成反应

Chemistry. 2010 May 10;16(18):5286-91. doi: 10.1002/chem.200903443.

Highly enantioselective catalytic 1,3-dipolar cycloaddition involving 2,3-allenoate dipolarophiles.涉及2,3-联烯酸酯亲偶极体的高度对映选择性催化1,3-偶极环加成反应。

Org Lett. 2009 Nov 5;11(21):4946-9. doi: 10.1021/ol9020964.

Asymmetric construction of fluorinated imidazolidines via Cu(I)-catalyzed exo'-selective 1,3-dipolar cycloaddition of azomethine ylides with fluorinated imines.通过铜（I）催化的偕-选择性 1,3-偶极环加成反应，不对称构建氟化咪唑烷：亚胺叶立德与氟化亚胺的反应。

Chem Commun (Camb). 2013 Jul 18;49(56):6277-9. doi: 10.1039/c3cc43025a.

A formal [3 + 3] cycloaddition reaction. 5. An enantioselective intramolecular formal aza-[3 + 3] cycloaddition reaction promoted by chiral amine salts.一种形式上的[3 + 3]环加成反应。5. 手性胺盐促进的对映选择性分子内形式上的氮杂-[3 + 3]环加成反应。

J Org Chem. 2005 May 27;70(11):4248-56. doi: 10.1021/jo050171s.

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Phosphine-Catalyzed [3+2] and [4+3]Annulation Reactions of C,N-Cyclic Azomethine Imines with Allenoates.磷化氢催化的C,N-环甲亚胺亚胺与烯丙酸酯的[3+2]和[4+3]环化反应

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Synthesis of 9-amino(9-deoxy)epi cinchona alkaloids, general chiral organocatalysts for the stereoselective functionalization of carbonyl compounds.9-氨基（9-去氧）表奎宁生物碱的合成，一种用于羰基化合物立体选择性功能化的通用手性有机催化剂。

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Enantioselective formal aza-Diels-Alder reactions of enones with cyclic imines catalyzed by primary aminothioureas.手性仲胺硫脲催化的环亚胺与烯酮的对映选择性形式aza-Diels-Alder 反应。

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Highly selective catalyst-dependent competitive 1,2-C→C, -O→C, and -N→C migrations from β-methylene-β-silyloxy-β-amido-α-diazoacetates.高选择性催化剂依赖的β-亚甲基-β-硅氧基-β-酰胺-α-重氮乙酰酸盐的 1,2-C→C、-O→C 和-N→C 迁移的竞争反应。

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Organocatalytic cascade aza-Michael/hemiacetal reaction between disubstituted hydrazines and α,β-unsaturated aldehydes: Highly diastereo- and enantioselective synthesis of pyrazolidine derivatives.有机催化串联氮杂迈克尔/半缩醛反应：二取代腙与α,β-不饱和醛之间的反应：吡唑烷衍生物的高非对映选择性和对映选择性合成。

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Chiral bis(imidazolidine)pyridine-cu complex-catalyzed enantioselective [3+2]-cycloaddition of azomethine imines with propiolates.手性双（咪唑烷）吡啶-Cu 配合物催化的亚胺叶立德与丙炔酸酯的对映选择性 [3+2]-环加成反应。

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Phosphine-catalyzed annulations of azomethine imines: allene-dependent [3 + 2], [3 + 3], [4 + 3], and [3 + 2 + 3] pathways.膦催化的亚胺氮杂环丙烷化反应：烯丙基依赖的[3 + 2]、[3 + 3]、[4 + 3]和[3 + 2 + 3]反应途径。

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(5S*,6R*,7R*)-6-Formyl-5-phenyl-7-propyl-perhydro-pyrazolo[1,2-a]pyrazol-1-one.(5S*,6R*,7R*)-6-甲酰基-5-苯基-7-丙基-全氢-吡唑并[1,2-a]吡唑-1-酮

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Enantioselective 1,3-dipolar cycloaddition of cyclic enones catalyzed by multifunctional primary amines: beneficial effects of hydrogen bonding.

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