用于不对称铑催化1,4-加成反应的C1对称单取代手性二烯配体 - Suppr

C1-symmetric monosubstituted chiral diene ligands in asymmetric rhodium-catalyzed 1,4-addition reactions.

作者信息

Gendrineau Thomas, Chuzel Olivier, Eijsberg Hendrik, Genet Jean-Pierre, Darses Sylvain

机构信息

Laboratoire de Synthèse Sélective Organique (UMR 7573), Ecole Nationale Supérieure de Chimie de Paris, 11 rue P&M Curie, 75231 Paris cedex 05, France.

出版信息

Angew Chem Int Ed Engl. 2008;47(40):7669-72. doi: 10.1002/anie.200803230.

DOI:10.1002/anie.200803230

PMID:18773399

Abstract

摘要

相似文献

C1-symmetric monosubstituted chiral diene ligands in asymmetric rhodium-catalyzed 1,4-addition reactions.用于不对称铑催化1,4-加成反应的C1对称单取代手性二烯配体

Angew Chem Int Ed Engl. 2008;47(40):7669-72. doi: 10.1002/anie.200803230.

C1-symmetric dicyclopentadienes as new chiral diene ligands for asymmetric rhodium-catalyzed arylation of N-tosylarylimines.作为新型手性二烯配体的 C1-对称双环戊二烯用于不对称铑催化的 N-对甲苯磺酰芳基亚胺的芳基化反应。

Org Lett. 2010 Sep 3;12(17):3820-3. doi: 10.1021/ol101531r.

Preparation of C2-symmetric bicyclo[2.2.2]octa-2,5-diene ligands and their use for rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids.C2对称双环[2.2.2]辛-2,5-二烯配体的制备及其在铑催化的芳基硼酸不对称1,4-加成反应中的应用

J Org Chem. 2005 Apr 1;70(7):2503-8. doi: 10.1021/jo047831y.

C2-symmetric bicyclo[2.2.2]octadienes as chiral ligands: their high performance in rhodium-catalyzed asymmetric arylation of N-tosylarylimines.作为手性配体的C2对称双环[2.2.2]辛二烯：它们在铑催化的N-甲苯磺酰基芳基亚胺不对称芳基化反应中的高性能。

J Am Chem Soc. 2004 Oct 27;126(42):13584-5. doi: 10.1021/ja044790e.

A chiral chelating diene as a new type of chiral ligand for transition metal catalysts: its preparation and use for the rhodium-catalyzed asymmetric 1,4-addition.一种手性螯合二烯作为过渡金属催化剂的新型手性配体：其制备及用于铑催化的不对称1,4-加成反应

J Am Chem Soc. 2003 Sep 24;125(38):11508-9. doi: 10.1021/ja037367z.

Chiral pyrrolidines and piperidines from enantioselective rhodium-catalyzed cascade arylative cyclization.通过对映选择性铑催化级联芳基化环化反应制备手性吡咯烷和哌啶。

Org Lett. 2015 Apr 3;17(7):1720-3. doi: 10.1021/acs.orglett.5b00493. Epub 2015 Mar 12.

Expanding the C2-symmetric bicyclo[2.2.1]hepta-2,5-diene ligand family: concise synthesis and catalytic activity in rhodium-catalyzed asymmetric addition.扩展C2对称双环[2.2.1]庚-2,5-二烯配体家族：铑催化不对称加成反应中的简洁合成与催化活性

J Org Chem. 2006 Nov 10;71(23):8957-60. doi: 10.1021/jo061385s.

C2-symmetric bicyclo[3.3.1]nonadiene as a chiral ligand for rhodium-catalyzed asymmetric arylation of N-(4-nitrobenzenesulfonyl)arylimines.C2对称双环[3.3.1]壬二烯作为铑催化N-(4-硝基苯磺酰基)芳基亚胺不对称芳基化反应的手性配体。

Org Lett. 2005 Jan 20;7(2):307-10. doi: 10.1021/ol0476063.

Asymmetric addition of dimethylzinc to N-tosylarylimines catalyzed by a rhodium-diene complex toward the synthesis of chiral 1-arylethylamines.铑-二烯配合物催化二甲基锌对N-对甲苯磺酰基芳基亚胺的不对称加成反应用于合成手性1-芳基乙胺。

Org Lett. 2006 Mar 2;8(5):979-81. doi: 10.1021/ol060213e.

Tuning the chiral environment of C2-symmetric diene ligands: development of 3,7-disubstituted bicyclo[3.3.1]nona-2,6-dienes.调控C2对称二烯配体的手性环境：3,7-二取代双环[3.3.1]壬-2,6-二烯的开发

J Org Chem. 2009 Jan 16;74(2):869-73. doi: 10.1021/jo802437h.

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Diastereodivergent Catalysis.非对映发散催化

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Facile access to chiral γ-butyrolactones rhodium-catalysed asymmetric hydrogenation of γ-butenolides and γ-hydroxybutenolides.通过铑催化的γ-丁烯内酯和γ-羟基丁烯内酯的不对称氢化反应简便地获得手性γ-丁内酯

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Chiral Discrimination in Rhodium(I) Catalysis by 2,5-Disubstituted 1,3,4,6-Tetrahydropenatalene Ligands-More Than Just a Twist of the Olefins?铑（I）催化中2,5-二取代的1,3,4,6-四氢戊搭烯配体的手性识别——仅仅是烯烃的扭转吗？

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Carvone-Derived P-Stereogenic Phosphines: Design, Synthesis, and Use in Allene-Imine [3 + 2] Annulation.香芹酮衍生的P-手性膦：设计、合成及其在丙二烯-亚胺[3 + 2]环化反应中的应用

ACS Catal. 2018 Jun 1;8(6):5188-5192. doi: 10.1021/acscatal.8b01081. Epub 2018 May 4.

Catalytic Asymmetric Synthesis of Butenolides and Butyrolactones.丁烯内酯和丁内酯的催化不对称合成

Chem Rev. 2017 Aug 9;117(15):10502-10566. doi: 10.1021/acs.chemrev.7b00151. Epub 2017 Jun 22.

Synthesis and Suzuki-Miyaura Cross-Coupling of Enantioenriched Secondary Potassium -Trifluoroboratoamides: Catalytic, Asymmetric Conjugate Addition of Bisboronic Acid and Tetrakis(dimethylamino)diboron to ,-Unsaturated Carbonyl Compounds.对映体富集的仲钾-三氟硼酸酰胺的合成及铃木-宫浦交叉偶联反应：双硼酸和四（二甲氨基）二硼对α，β-不饱和羰基化合物的催化不对称共轭加成反应

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Highly enantioselective catalytic synthesis of functionalized chiral diazoacetoacetates.官能化手性重氮乙酰乙酸酯的高对映选择性催化合成。

Angew Chem Int Ed Engl. 2011 Jul 4;50(28):6392-5. doi: 10.1002/anie.201102405. Epub 2011 May 31.

Catalytic enantioselective formation of chiral-bridged dienes which are themselves ligands for enantioselective catalysis.手性桥联二烯的催化对映选择性形成，其本身就是对映选择性催化的配体。

Org Lett. 2010 Jan 1;12(1):172-5. doi: 10.1021/ol9025793.

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C1-symmetric monosubstituted chiral diene ligands in asymmetric rhodium-catalyzed 1,4-addition reactions.

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