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

作者信息

Chiang Pei-Chen, Kaeobamrung Juthanat, Bode Jeffrey W

机构信息

Department of Chemistry and Biochemistry, University of California at Santa Barbara, Santa Barbara, California 93106-9510, USA.

出版信息

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

DOI:10.1021/ja0705543

PMID:17335218

Abstract

摘要

相似文献

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

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Enantioselective Catalysis of an Anionic Oxy-Cope Rearrangement Enabled by Synergistic Ion Binding.

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

作者信息

Chiang Pei-Chen, Kaeobamrung Juthanat, Bode Jeffrey W

机构信息

Department of Chemistry and Biochemistry, University of California at Santa Barbara, Santa Barbara, California 93106-9510, USA.

出版信息

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

DOI:10.1021/ja0705543

PMID:17335218

Abstract

摘要

相似文献

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.

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.

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.

Methylene-bridged bis(benzimidazolium) salt as a highly efficient catalyst for the benzoin reaction in aqueous media.

Org Biomol Chem. 2008 Mar 7;6(5):912-5. doi: 10.1039/b719430g. Epub 2008 Jan 28.

Enantioselective synthesis of dihydropyridinones via NHC-catalyzed aza-Claisen reaction.

Org Lett. 2011 Oct 7;13(19):5378-81. doi: 10.1021/ol202272t. Epub 2011 Sep 9.

The chemistry of functionalised N-heterocyclic carbenes.

Chem Soc Rev. 2007 Apr;36(4):592-607. doi: 10.1039/b603765h. Epub 2006 Sep 8.

One-step assembly of functionalized gamma-butyrolactones from benzoins or benzaldehydes via an N-heterocyclic carbene-mediated tandem reaction.

Org Lett. 2005 Aug 18;7(17):3769-71. doi: 10.1021/ol051422m.

Enantioselective synthesis of aza-beta-lactams via NHC-catalyzed [2 + 2] cycloaddition of ketenes with diazenedicarboxylates.

J Org Chem. 2009 Oct 2;74(19):7585-7. doi: 10.1021/jo901656q.

Synthesis, isolation and characterization of cationic gold(I) N-heterocyclic carbene (NHC) complexes.

Chem Commun (Camb). 2006 May 21(19):2045-7. doi: 10.1039/b601547f. Epub 2006 Apr 10.

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.

引用本文的文献

Enantioselective Catalysis of an Anionic Oxy-Cope Rearrangement Enabled by Synergistic Ion Binding.

Isr J Chem. 2020 Mar;60(3-4):461-474. doi: 10.1002/ijch.201900168. Epub 2020 Mar 6.

Organocatalytic Name Reactions Enabled by NHCs.

Materials (Basel). 2020 Aug 13;13(16):3574. doi: 10.3390/ma13163574.

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-Heterocyclic-Carbene-Catalyzed Domino Reactions via Two or More Activation Modes.

iScience. 2018 Apr 27;2:1-26. doi: 10.1016/j.isci.2018.03.006. Epub 2018 Apr 5.

-Heterocyclic carbene catalysed redox isomerisation of esters to functionalised benzaldehydes.

Chem Sci. 2015 Apr 1;6(4):2366-2370. doi: 10.1039/c4sc03726j. Epub 2015 Jan 26.

Carbene catalyzed umpolung of α,β-enals: a reactivity study of diamino dienols azolium enolates, and the characterization of advanced reaction intermediates.

Chem Sci. 2015 Jul 15;6(7):3706-3711. doi: 10.1039/c5sc01027f. Epub 2015 Apr 30.

Highly Stereoselective Synthesis of 1,6-Ketoesters Mediated by Ionic Liquids: A Three-component Reaction Enabling Rapid Access to a New Class of Low Molecular Weight Gelators.

J Vis Exp. 2015 Nov 27(105):53213. doi: 10.3791/53213.

Cooperative Lewis acid/-heterocyclic carbene catalysis.

Chem Sci. 2012 Jan 1;3(1):53-57. doi: 10.1039/C1SC00621E.

Oxidatively Initiated NHC-Catalyzed Enantioselective Synthesis of 3,4-Disubstituted Cyclopentanones from Enals.

J Am Chem Soc. 2015 Aug 19;137(32):10112-5. doi: 10.1021/jacs.5b06390. Epub 2015 Aug 10.

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.

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

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

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