Catalytic asymmetric cross-couplings of racemic alpha-bromoketones with arylzinc reagents.
作者信息
Lundin Pamela M, Esquivias Jorge, Fu Gregory C
机构信息
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA.
出版信息
Angew Chem Int Ed Engl. 2009;48(1):154-6. doi: 10.1002/anie.200804888.
Abstract
摘要
相似文献
1
Catalytic asymmetric cross-couplings of racemic alpha-bromoketones with arylzinc reagents.外消旋α-溴代酮与芳基锌试剂的催化不对称交叉偶联反应。
Angew Chem Int Ed Engl. 2009;48(1):154-6. doi: 10.1002/anie.200804888.
2
Catalytic asymmetric Hiyama cross-couplings of racemic alpha-bromo esters.外消旋α-溴代酯的催化不对称日向交叉偶联反应
J Am Chem Soc. 2008 Mar 19;130(11):3302-3. doi: 10.1021/ja8009428. Epub 2008 Feb 27.
3
Enantioconvergent Cross-Couplings of Alkyl Electrophiles: The Catalytic Asymmetric Synthesis of Organosilanes.烷基亲电试剂的对映收敛性交叉偶联：有机硅烷的催化不对称合成
Angew Chem Int Ed Engl. 2019 Mar 11;58(11):3571-3574. doi: 10.1002/anie.201814208. Epub 2019 Feb 6.
4
Asymmetric alkynylation of aldehydes with propiolates without high reagent loading and any additives.醛与丙炔酸酯在无高试剂负载和任何添加剂的情况下不对称炔丙基化。
Org Biomol Chem. 2011 Jun 21;9(12):4425-8. doi: 10.1039/c1ob05489a. Epub 2011 May 6.
5
Nickel/bis(oxazoline)-catalyzed asymmetric Kumada reactions of alkyl electrophiles: cross-couplings of racemic alpha-bromoketones.镍/双(恶唑啉)催化的不对称 Kumada 反应：外消旋 α-溴代酮的交叉偶联。
J Am Chem Soc. 2010 Feb 3;132(4):1264-6. doi: 10.1021/ja909689t.
6
Cobalt-catalyzed cross-coupling between in situ prepared arylzinc halides and 2-chloropyrimidine or 2-chloropyrazine.钴催化原位制备的芳基卤化锌与2-氯嘧啶或2-氯吡嗪之间的交叉偶联反应。
J Org Chem. 2009 Apr 17;74(8):3221-4. doi: 10.1021/jo900240d.
7
Stereoconvergent Negishi Arylations of Racemic Secondary Alkyl Electrophiles: Differentiating between a CF3 and an Alkyl Group.外消旋仲烷基亲电试剂的立体收敛式根岸芳基化反应：区分CF3和烷基
J Am Chem Soc. 2015 Aug 5;137(30):9523-6. doi: 10.1021/jacs.5b04725. Epub 2015 Jul 23.
8
Amidophosphane-copper(I)-catalyzed asymmetric conjugate addition of dialkylzinc reagents to racemic 6-substituted cyclohexenones to form 2,5-di- and 2,2,5-trisubstituted cyclohexanones.磷酰亚胺-铜（I）催化外消旋6-取代环己烯酮与二烷基锌试剂的不对称共轭加成反应，生成2,5-二取代和2,2,5-三取代环己酮。
Chem Asian J. 2008 Feb 1;3(2):342-50. doi: 10.1002/asia.200700302.
9
Catalytic enantioselective addition of dialkylzinc reagents to N-acylpyridinium salts.二烷基锌试剂对N-酰基吡啶鎓盐的催化对映选择性加成反应。
Angew Chem Int Ed Engl. 2009;48(49):9339-41. doi: 10.1002/anie.200904981.
10
Nickel-catalyzed asymmetric cross-couplings of racemic propargylic halides with arylzinc reagents.镍催化外消旋炔丙基卤化物与芳基锌试剂的不对称交叉偶联反应。
J Am Chem Soc. 2008 Sep 24;130(38):12645-7. doi: 10.1021/ja805165y. Epub 2008 Sep 3.
引用本文的文献
1
Rapid assembly of enantioenriched α-arylated ketones via Ni-catalyzed asymmetric cross-hydrocarbonylation enabled by alkene sorting.通过烯烃分类实现镍催化的不对称交叉氢甲酰化快速组装对映体富集的α-芳基酮。
Nat Commun. 2025 May 5;16(1):4163. doi: 10.1038/s41467-025-57967-4.
2
Enantioselective acyl-trifluoromethylation of olefins by bulky thiazolium carbene catalysis.通过大位阻噻唑鎓卡宾催化实现烯烃的对映选择性酰基-三氟甲基化反应。
Nat Commun. 2025 Apr 7;16(1):3293. doi: 10.1038/s41467-025-58423-z.
3
A general approach to stereospecific Pd-catalyzed cross-coupling reactions of benzylic stereocenters.一种苄基立体中心的立体专一性钯催化交叉偶联反应的通用方法。
Chem Sci. 2023 Nov 24;14(48):14124-14130. doi: 10.1039/d3sc04519f. eCollection 2023 Dec 13.
4
Light-Driven Enantioselective Carbene-Catalyzed Radical-Radical Coupling.光驱动对映选择性卡宾催化的自由基-自由基偶联反应
Angew Chem Int Ed Engl. 2023 Dec 4;62(49):e202312829. doi: 10.1002/anie.202312829. Epub 2023 Nov 6.
5
Metal-Catalyzed Enantioconvergent Transformations.金属催化的对映汇聚转化
Chem Rev. 2023 Oct 25;123(20):11817-11893. doi: 10.1021/acs.chemrev.3c00059. Epub 2023 Oct 4.
6
Enantioselective synthesis of α,α-diarylketones by sequential visible light photoactivation and phosphoric acid catalysis.通过连续可见光光活化和磷酸催化实现α,α-二芳基酮的对映选择性合成。
Sci Adv. 2023 Jun 16;9(24):eadg7754. doi: 10.1126/sciadv.adg7754.
7
A Catalytic Method for the Enantioselective Synthesis of α-Quaternary Ketones, α-Ketoesters and Aldehydes.一种用于α-季碳酮、α-酮酯和醛的对映选择性合成的催化方法。
Angew Chem Int Ed Engl. 2023 Apr 24;62(18):e202215855. doi: 10.1002/anie.202215855. Epub 2023 Jan 25.
8
DFT insight into asymmetric alkyl-alkyl bond formation nickel-catalysed enantioconvergent reductive coupling of racemic electrophiles with olefins.密度泛函理论对不对称烷基-烷基键形成的见解：镍催化外消旋亲电试剂与烯烃的对映收敛还原偶联反应。
Chem Sci. 2022 Feb 25;13(13):3728-3739. doi: 10.1039/d1sc05605k. eCollection 2022 Mar 30.
9
Asymmetric benzylic C(sp)-H acylation via dual nickel and photoredox catalysis.通过双镍和光氧化还原催化实现不对称苄位 C(sp 3 )-H 酰化反应。
Nat Commun. 2021 Jun 10;12(1):3536. doi: 10.1038/s41467-021-23887-2.
10
Streamlined Catalytic Enantioselective Synthesis of α-Substituted β,γ-Unsaturated Ketones and Either of the Corresponding Tertiary Homoallylic Alcohol Diastereomers.α-取代的β,γ-不饱和酮及其相应的非对映异构的叔型高烯丙醇的简化催化对映选择性合成。
J Am Chem Soc. 2020 Oct 21;142(42):18200-18212. doi: 10.1021/jacs.0c08732. Epub 2020 Oct 5.
本文引用的文献
1
Nickel-catalyzed asymmetric cross-couplings of racemic propargylic halides with arylzinc reagents.镍催化外消旋炔丙基卤化物与芳基锌试剂的不对称交叉偶联反应。
J Am Chem Soc. 2008 Sep 24;130(38):12645-7. doi: 10.1021/ja805165y. Epub 2008 Sep 3.
2
A Brønsted acid catalyst for the enantioselective protonation reaction.一种用于对映选择性质子化反应的布朗斯特酸催化剂。
J Am Chem Soc. 2008 Jul 23;130(29):9246-7. doi: 10.1021/ja8041542. Epub 2008 Jun 27.
3
Enantioselective alkyl-alkyl Suzuki cross-couplings of unactivated homobenzylic halides.未活化的高苄基卤化物的对映选择性烷基-烷基铃木交叉偶联反应。
J Am Chem Soc. 2008 May 28;130(21):6694-5. doi: 10.1021/ja8013677. Epub 2008 May 1.
4
Catalytic asymmetric Hiyama cross-couplings of racemic alpha-bromo esters.外消旋α-溴代酯的催化不对称日向交叉偶联反应
J Am Chem Soc. 2008 Mar 19;130(11):3302-3. doi: 10.1021/ja8009428. Epub 2008 Feb 27.
5
Nickel-catalyzed asymmetric negishi cross-couplings of secondary allylic chlorides with alkylzincs.镍催化仲烯丙基氯与烷基锌的不对称根岸交叉偶联反应。
J Am Chem Soc. 2008 Mar 5;130(9):2756-7. doi: 10.1021/ja800103z. Epub 2008 Feb 8.
6
Enantioselective alpha-arylation of ketones with aryl triflates catalyzed by difluorphos complexes of palladium and nickel.钯和镍的二氟膦配合物催化酮与芳基三氟甲磺酸酯的对映选择性α-芳基化反应。
J Am Chem Soc. 2008 Jan 9;130(1):195-200. doi: 10.1021/ja074453g. Epub 2007 Dec 13.
7
Ni-catalyzed mild arylation of alpha-halocarbonyl compounds with arylboronic acids.镍催化α-卤代羰基化合物与芳基硼酸的温和芳基化反应。
Org Lett. 2007 Dec 20;9(26):5601-4. doi: 10.1021/ol702456z. Epub 2007 Dec 4.
8
Enantioselective nickel-catalyzed cross-coupling reactions of trialkynylindium reagents with racemic secondary benzyl bromides.三炔基铟试剂与外消旋仲苄基溴的对映选择性镍催化交叉偶联反应。
Chemistry. 2008;14(2):741-6. doi: 10.1002/chem.200701035.
9
Hiyama reactions of activated and unactivated secondary alkyl halides catalyzed by a nickel/norephedrine complex.镍/去甲麻黄碱配合物催化的活性和非活性仲卤代烃的日向反应。
Angew Chem Int Ed Engl. 2007;46(19):3556-8. doi: 10.1002/anie.200700440.
10
Copper-catalyzed preparation of ketones bearing a stereogenic center in alpha position.铜催化制备在α位带有手性中心的酮类化合物。
Angew Chem Int Ed Engl. 2006 May 26;45(22):3686-9. doi: 10.1002/anie.200600247.
Zotero 插件