Literature DB >> 22692916

Access to electron-rich arene-fused hexahydroquinolizinones through a gold-catalysis-initiated cascade process.

Lianzhu Liu1, Liming Zhang.   

Abstract

Golden Cascade: With a tethered, electron-rich arene as the internal nucleophile, a gold-catalyzed amide cyclization to an alkyne initiates a cascade process that ends with a Ferrier rearrangement. Electron-rich arene-bearing hexahydroquinolizin-2-ones are formed in good yields and can be converted into indole alkaloids in only a few steps.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2012        PMID: 22692916      PMCID: PMC3438900          DOI: 10.1002/anie.201203303

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  24 in total

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5.  Gold-catalyzed tandem intramolecular heterocyclization/Petasis-Ferrier rearrangement of 2-(prop-2-ynyloxy)benzaldehydes as an expedient route to benzo[b]oxepin-3(2 H)-ones.

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6.  Gold(I)-catalyzed access to tetrahydropyran-4-ones from 4-(alkoxyalkyl)oxy-1-butynes: formal catalytic Petasis-Ferrier rearrangement.

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7.  Gold catalysis: mild conditions for the synthesis of oxazoles from N-propargylcarboxamides and mechanistic aspects.

Authors:  A Stephen K Hashmi; Jan P Weyrauch; Wolfgang Frey; Jan W Bats
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8.  A flexible and stereoselective synthesis of azetidin-3-ones through gold-catalyzed intermolecular oxidation of alkynes.

Authors:  Longwu Ye; Weimin He; Liming Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-04       Impact factor: 15.336

9.  A modular, efficient, and stereoselective synthesis of substituted piperidin-4-ols.

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Journal:  Angew Chem Int Ed Engl       Date:  2010-11-22       Impact factor: 15.336

10.  Enantioselective formal synthesis of (+)-dihydrocorynantheine and (-)-dihydrocorynantheol.

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Journal:  J Org Chem       Date:  2009-02-06       Impact factor: 4.354

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  2 in total

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Authors:  Emily C Minbiole; Kevin P C Minbiole
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Review 2.  The Pictet-Spengler Reaction Updates Its Habits.

Authors:  Andrea Calcaterra; Laura Mangiardi; Giuliano Delle Monache; Deborah Quaglio; Silvia Balducci; Simone Berardozzi; Antonia Iazzetti; Roberta Franzini; Bruno Botta; Francesca Ghirga
Journal:  Molecules       Date:  2020-01-19       Impact factor: 4.411

  2 in total

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