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Enantioselective gold-catalyzed allylic alkylation of indoles with alcohols: an efficient route to functionalized tetrahydrocarbazoles.

作者信息

Bandini Marco, Eichholzer Astrid

机构信息

Dipartimento di Chimica G. Ciamician Alma Mater Studiorum-Università di Bologna via Selmi 2, 40126 Bologna, Italy.

出版信息

Angew Chem Int Ed Engl. 2009;48(50):9533-7. doi: 10.1002/anie.200904388.

DOI:10.1002/anie.200904388

PMID:19904785

Abstract

摘要

相似文献

Enantioselective gold-catalyzed allylic alkylation of indoles with alcohols: an efficient route to functionalized tetrahydrocarbazoles.

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Enantioselective gold-catalyzed allylic alkylation of indoles with alcohols: an efficient route to functionalized tetrahydrocarbazoles.

作者信息

Bandini Marco, Eichholzer Astrid

机构信息

Dipartimento di Chimica G. Ciamician Alma Mater Studiorum-Università di Bologna via Selmi 2, 40126 Bologna, Italy.

出版信息

Angew Chem Int Ed Engl. 2009;48(50):9533-7. doi: 10.1002/anie.200904388.

DOI:10.1002/anie.200904388

PMID:19904785

Abstract

摘要

相似文献

Enantioselective gold-catalyzed allylic alkylation of indoles with alcohols: an efficient route to functionalized tetrahydrocarbazoles.

Angew Chem Int Ed Engl. 2009;48(50):9533-7. doi: 10.1002/anie.200904388.

Ir-catalyzed regio- and enantioselective Friedel-Crafts-type allylic alkylation of indoles.

Org Lett. 2008 May 1;10(9):1815-8. doi: 10.1021/ol800409d. Epub 2008 Apr 3.

Chiral Brønsted Acid-Catalyzed Intramolecular Asymmetric Allylic Alkylation of Indoles with Primary Alcohols.

Org Lett. 2022 May 20;24(19):3544-3548. doi: 10.1021/acs.orglett.2c01253. Epub 2022 May 9.

Mechanistic insights into enantioselective gold-catalyzed allylation of indoles with alcohols: the counterion effect.

J Am Chem Soc. 2012 Dec 26;134(51):20690-700. doi: 10.1021/ja3086774. Epub 2012 Dec 14.

Copper-catalyzed enantioselective substitution of allylic carbonates with diboron: an efficient route to optically active alpha-chiral allylboronates.

J Am Chem Soc. 2007 Dec 5;129(48):14856-7. doi: 10.1021/ja076634o. Epub 2007 Nov 8.

Palladium-catalyzed alkylation of vinyl oxiranes with substituted allenes. Direct access to bifunctionalized allylic alcohols.

J Org Chem. 2004 Jul 9;69(14):4686-91. doi: 10.1021/jo040139i.

New versatile Pd-catalyzed alkylation of indoles via nucleophilic allylic substitution: controlling the regioselectivity.

Org Lett. 2004 Sep 2;6(18):3199-202. doi: 10.1021/ol048663z.

Palladium-catalyzed enantioselective allylic alkylation of thiocarboxylate ions: asymmetric synthesis of allylic thioesters and memory effect/dynamic kinetic resolution of allylic esters.

J Org Chem. 2004 Jun 11;69(12):4041-52. doi: 10.1021/jo049756x.

Enantioselective Pd-catalyzed allylic alkylation of indoles by a new class of chiral ferrocenyl P/S ligands.

Org Lett. 2007 Oct 11;9(21):4295-8. doi: 10.1021/ol7018532. Epub 2007 Sep 13.

Highly enantioselective synthesis of tetrahydro-beta-carbolines and tetrahydro-gamma-carbolines via Pd-catalyzed intramolecular allylic alkylation.

J Am Chem Soc. 2006 Feb 8;128(5):1424-5. doi: 10.1021/ja054109o.

引用本文的文献

Palladium-catalyzed allylic etherification of phenols with vinyl ethylene carbonate.

Front Chem. 2022 Jul 22;10:962355. doi: 10.3389/fchem.2022.962355. eCollection 2022.

A Review of the Pharmacological Activities and Recent Synthetic Advances of γ-Butyrolactones.

Int J Mol Sci. 2021 Mar 9;22(5):2769. doi: 10.3390/ijms22052769.

Iridium-Catalyzed Enantioselective Intermolecular Indole C2-Allylation.

Angew Chem Int Ed Engl. 2020 May 4;59(19):7598-7604. doi: 10.1002/anie.202001956. Epub 2020 Mar 11.

Highly efficient synthesis and stereoselective migration reactions of chiral five-membered aza-spiroindolenines: scope and mechanistic understanding.

Chem Sci. 2016 Jul 1;7(7):4453-4459. doi: 10.1039/c6sc00176a. Epub 2016 Mar 29.

Enantioselective gold-catalyzed intermolecular [2+2] [4+2]-cycloadditions of 3-styrylindoles with -allenamides: observation of interesting substituent effects.

Chem Sci. 2015 Oct 1;6(10):5564-5570. doi: 10.1039/c5sc01827g. Epub 2015 Jun 23.

C7-derivatization of C3-alkylindoles including tryptophans and tryptamines.

J Org Chem. 2014 Nov 21;79(22):11254-63. doi: 10.1021/jo502062z. Epub 2014 Nov 10.

New developments in gold-catalyzed manipulation of inactivated alkenes.

Beilstein J Org Chem. 2013 Nov 21;9:2586-614. doi: 10.3762/bjoc.9.294.

Synthesis of axially chiral gold complexes and their applications in asymmetric catalyses.

Beilstein J Org Chem. 2013 Oct 28;9:2224-32. doi: 10.3762/bjoc.9.261. eCollection 2013.

Intriguing mechanistic labyrinths in gold(I) catalysis.

Chem Commun (Camb). 2014 Jan 4;50(1):16-28. doi: 10.1039/c3cc45518a.

Enantioselective synthesis of cyclic carbamimidates via a three-component reaction of imines, terminal alkynes, and p-toluenesulfonylisocyanate using a monophosphine gold(I) catalyst().

Chem Sci. 2011 Jul;2(7):1369-1378. doi: 10.1039/C1SC00160D. Epub 2011 May 12.