金鸡纳生物碱酰胺/铜（II）催化酮亚胺与硅氧基呋喃的非对映和对映选择性烯醇式曼尼希反应。 - Suppr

Cinchona alkaloid amide/copper(II) catalyzed diastereo- and enantioselective vinylogous Mannich reaction of ketimines with siloxyfurans.

作者信息

Hayashi Masashi, Sano Masahide, Funahashi Yasuhiro, Nakamura Shuichi

机构信息

Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.

出版信息

Angew Chem Int Ed Engl. 2013 May 17;52(21):5557-60. doi: 10.1002/anie.201301917. Epub 2013 Apr 16.

DOI:10.1002/anie.201301917

PMID:23592575

Abstract

摘要

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Cinchona alkaloid amide/copper(II) catalyzed diastereo- and enantioselective vinylogous Mannich reaction of ketimines with siloxyfurans.

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Org Biomol Chem. 2013 May 21;11(19):3223-9. doi: 10.1039/c3ob40335a. Epub 2013 Apr 12.

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Cinchona alkaloid amide/copper(II) catalyzed diastereo- and enantioselective vinylogous Mannich reaction of ketimines with siloxyfurans.

作者信息

Hayashi Masashi, Sano Masahide, Funahashi Yasuhiro, Nakamura Shuichi

机构信息

Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.

出版信息

Angew Chem Int Ed Engl. 2013 May 17;52(21):5557-60. doi: 10.1002/anie.201301917. Epub 2013 Apr 16.

DOI:10.1002/anie.201301917

PMID:23592575

Abstract

摘要

相似文献

Cinchona alkaloid amide/copper(II) catalyzed diastereo- and enantioselective vinylogous Mannich reaction of ketimines with siloxyfurans.

Angew Chem Int Ed Engl. 2013 May 17;52(21):5557-60. doi: 10.1002/anie.201301917. Epub 2013 Apr 16.

Direct Enantioselective Vinylogous Mannich Reaction of Ketimines with γ-Butenolide by Using Cinchona Alkaloid Amide/Zinc(II) Catalysts.

Chemistry. 2015 Jun 26;21(27):9615-8. doi: 10.1002/chem.201500599. Epub 2015 May 5.

Organocatalytic enantioselective decarboxylative reaction of malonic acid half thioesters with cyclic N-sulfonyl ketimines by using N-heteroarenesulfonyl cinchona alkaloid amides.

Chemistry. 2015 Mar 2;21(10):3929-32. doi: 10.1002/chem.201406270. Epub 2015 Jan 22.

Cinchona alkaloid squaramide/AgOAc cooperatively catalyzed diastereo- and enantioselective Mannich/cyclization cascade reaction of isocyanoacetates and cyclic trifluoromethyl ketimines.

Org Lett. 2014 Sep 5;16(17):4566-9. doi: 10.1021/ol502123z. Epub 2014 Aug 21.

Direct asymmetric Mannich-type reaction of α-isocyanoacetates with ketimines using cinchona alkaloid/copper(II) catalysts.

Angew Chem Int Ed Engl. 2014 Aug 4;53(32):8411-5. doi: 10.1002/anie.201404629. Epub 2014 Jul 1.

Cinchona alkaloid amides/dialkylzinc catalyzed enantioselective desymmetrization of aziridines with phosphites.

J Am Chem Soc. 2012 Nov 28;134(47):19366-9. doi: 10.1021/ja309963w. Epub 2012 Nov 15.

Cinchona alkaloid amide catalyzed enantioselective formal [2+2] cycloadditions of allenoates and imines: synthesis of 2,4-disubstituted azetidines.

Angew Chem Int Ed Engl. 2011 May 27;50(23):5356-60. doi: 10.1002/anie.201100706. Epub 2011 Apr 28.

Organocatalytic enantioselective addition of thiols to ketimines derived from isatins.

Org Lett. 2015 Jan 2;17(1):106-9. doi: 10.1021/ol503309s. Epub 2014 Dec 19.

Highly enantio- and diastereoselective Mannich reactions of glycine Schiff bases with in situ generated N-Boc-imines catalyzed by a cinchona alkaloid thiourea.

Org Lett. 2010 Feb 19;12(4):708-11. doi: 10.1021/ol902722y.

Diastereo- and enantioselective nitro-Mannich reaction of α-substituted nitroacetates to N-phosphoryl imines catalyzed by cinchona alkaloid thiourea organocatalysts.

Org Biomol Chem. 2013 May 21;11(19):3223-9. doi: 10.1039/c3ob40335a. Epub 2013 Apr 12.

引用本文的文献

One-Step Asymmetric Construction of 1,4-Stereocenters via Tandem Mannich-Isomerization Reactions Mediated by a Dual-Functional Betaine Catalyst.

JACS Au. 2022 Nov 23;2(12):2678-2685. doi: 10.1021/jacsau.2c00465. eCollection 2022 Dec 26.

Asymmetric Catalytic Ketimine Mannich Reactions and Related Transformations.

Catalysts. 2021 Jun;11(6). doi: 10.3390/catal11060712. Epub 2021 Jun 7.

Construction of chiral α--amine scaffolds amine-catalyzed asymmetric Mannich reactions of alkyl-substituted ketimines.

Chem Sci. 2020 Nov 27;12(4):1445-1450. doi: 10.1039/d0sc05269h.

Recent Developments in Enantioselective Transition Metal Catalysis Featuring Attractive Noncovalent Interactions between Ligand and Substrate.

ACS Catal. 2020 Sep 18;10(18):10672-10714. doi: 10.1021/acscatal.0c02957. Epub 2020 Aug 14.

New Developments of the Principle of Vinylogy as Applied to π-Extended Enolate-Type Donor Systems.

Chem Rev. 2020 Mar 11;120(5):2448-2612. doi: 10.1021/acs.chemrev.9b00481. Epub 2020 Feb 10.

N-Substituted tertiary and O-substituted quaternary carbon stereogenic centers by site-, diastereo- and enantioselective vinylogous Mannich reactions.

Tetrahedron Lett. 2015 Jun 3;56(23):3489-3493. doi: 10.1016/j.tetlet.2015.04.006. Epub 2015 Apr 9.

Catalytic Asymmetric Synthesis of Butenolides and Butyrolactones.

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

Cinchona alkaloid amide/copper(II) catalyzed diastereo- and enantioselective vinylogous Mannich reaction of ketimines with siloxyfurans.

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Cinchona alkaloid amide/copper(II) catalyzed diastereo- and enantioselective vinylogous Mannich reaction of ketimines with siloxyfurans.

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