O-甲基化布雷斯洛中间体的结构与反应活性。 - Suppr

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Structures and reactivities of O-methylated Breslow intermediates.

作者信息

Maji Biplab, Mayr Herbert

机构信息

Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13 (Haus F), 81377 München, Germany.

出版信息

Angew Chem Int Ed Engl. 2012 Oct 8;51(41):10408-12. doi: 10.1002/anie.201204524. Epub 2012 Sep 11.

DOI:10.1002/anie.201204524

PMID:22968992

Abstract

摘要

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Structures and reactivities of O-methylated Breslow intermediates.

作者信息

Maji Biplab, Mayr Herbert

机构信息

Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13 (Haus F), 81377 München, Germany.

出版信息

Angew Chem Int Ed Engl. 2012 Oct 8;51(41):10408-12. doi: 10.1002/anie.201204524. Epub 2012 Sep 11.

DOI:10.1002/anie.201204524

PMID:22968992

Abstract

摘要

相似文献

Structures and reactivities of O-methylated Breslow intermediates.

Angew Chem Int Ed Engl. 2012 Oct 8;51(41):10408-12. doi: 10.1002/anie.201204524. Epub 2012 Sep 11.

Asymmetric intramolecular crossed-benzoin reactions by N-heterocyclic carbene catalysis.

Angew Chem Int Ed Engl. 2006 Feb 20;45(9):1463-7. doi: 10.1002/anie.200503885.

Umpolung by N-heterocyclic carbenes: generation and reactivity of the elusive 2,2-diamino enols (Breslow intermediates).

Angew Chem Int Ed Engl. 2012 Dec 3;51(49):12370-4. doi: 10.1002/anie.201205878. Epub 2012 Oct 18.

Enantioselective, cyclopentene-forming annulations via NHC-catalyzed benzoin-oxy-cope reactions.

J Am Chem Soc. 2007 Mar 28;129(12):3520-1. doi: 10.1021/ja0705543. Epub 2007 Mar 3.

N-heterocyclic carbene-catalyzed tandem aza-benzoin/Michael reactions: on site reversal of the reactivity of N-Boc imines.

Chem Commun (Camb). 2011 Jan 7;47(1):493-5. doi: 10.1039/c0cc01769h. Epub 2010 Oct 18.

Theoretical investigation on the chemoselective N-heterocyclic carbene-catalyzed cross-benzoin reactions.

Org Biomol Chem. 2015 Mar 28;13(12):3654-61. doi: 10.1039/c4ob02064b.

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Chem Commun (Camb). 2010 Sep 14;46(34):6282-4. doi: 10.1039/c0cc02013c. Epub 2010 Aug 9.

Addition of N-heterocyclic carbenes to imines: phenoxide assisted deprotonation of an imidazolium moiety and generation of breslow intermediates derived from imines.

Org Lett. 2009 Jan 1;11(1):245-7. doi: 10.1021/ol802572n.

Allylcopper intermediates with N-heterocyclic carbene ligands: synthesis, structure, and catalysis.

Org Lett. 2010 Jan 15;12(2):220-3. doi: 10.1021/ol902458v.

On the organocatalytic activity of N-heterocyclic carbenes: role of sulfur in thiamine.

J Org Chem. 2012 Jul 20;77(14):6014-22. doi: 10.1021/jo300745e. Epub 2012 Jul 5.

引用本文的文献

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Beilstein J Org Chem. 2025 Jun 20;21:1201-1206. doi: 10.3762/bjoc.21.97. eCollection 2025.

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Chem Sci. 2021 May 11;12(23):7973-7992. doi: 10.1039/d1sc01910d.

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Chemistry. 2020 Aug 6;26(44):10140-10151. doi: 10.1002/chem.202002656. Epub 2020 Jul 23.

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Chemistry. 2020 Apr 16;26(22):4885-4894. doi: 10.1002/chem.201903021. Epub 2020 Feb 11.

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Chem Sci. 2015 Oct 1;6(10):6013-6018. doi: 10.1039/c5sc02186c. Epub 2015 Jul 21.

Rate and Equilibrium Constants for the Addition of N-Heterocyclic Carbenes into Benzaldehydes: A Remarkable 2-Substituent Effect.

Angew Chem Weinheim Bergstr Ger. 2015 Jun 1;127(23):6991-6996. doi: 10.1002/ange.201501840. Epub 2015 Apr 23.

Organocatalytic Reactions Enabled by N-Heterocyclic Carbenes.

Chem Rev. 2015 Sep 9;115(17):9307-87. doi: 10.1021/acs.chemrev.5b00060. Epub 2015 May 20.

Rate and equilibrium constants for the addition of N-heterocyclic carbenes into benzaldehydes: a remarkable 2-substituent effect.

Angew Chem Int Ed Engl. 2015 Jun 1;54(23):6887-92. doi: 10.1002/anie.201501840. Epub 2015 Apr 23.

Intercepting the Breslow intermediate via Claisen rearrangement: synthesis of complex tertiary alcohols without organometallic reagents.

Org Lett. 2013 Jan 4;15(1):3-5. doi: 10.1021/ol303053c. Epub 2012 Dec 5.

A quantitative approach to nucleophilic organocatalysis.

Beilstein J Org Chem. 2012;8:1458-78. doi: 10.3762/bjoc.8.166. Epub 2012 Sep 5.