Literature DB >> 19739690

Gold-catalyzed synthesis of carbon-bridged medium-sized rings.

Francis Barabé1, Geneviève Bétournay, Gabriel Bellavance, Louis Barriault.   

Abstract

Bicyclo[m.n.1]alkenone frameworks possessing quaternary carbon centers adjacent to a bridged ketone are frequently found in bioactive natural products. Although several methods have been developed to construct such frameworks, most of them are specific to a particular scaffold. Herein, we report a mild and highly efficient method to generate carbon-bridged frameworks of various sizes using phosphino gold(I) catalysts.

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Year:  2009        PMID: 19739690     DOI: 10.1021/ol901722q

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  15 in total

1.  Gold-catalyzed diastereoselective cycloisomerization of alkylidene-cyclopropane-bearing 1,6-diynes.

Authors:  Hongchao Zheng; Laura L Adduci; Ryan J Felix; Michel R Gagné
Journal:  Angew Chem Int Ed Engl       Date:  2014-06-11       Impact factor: 15.336

2.  Enantioselective cyclizations of silyloxyenynes catalyzed by cationic metal phosphine complexes.

Authors:  Jean-François Brazeau; Suyan Zhang; Ignacio Colomer; Britton K Corkey; F Dean Toste
Journal:  J Am Chem Soc       Date:  2012-01-31       Impact factor: 15.419

3.  Synthesis of an electron-rich KITPHOS monophosphine, preparation of derived metal complexes and applications in catalysis.

Authors:  Simon Doherty; Catherine H Smyth; Julian G Knight; Stephen A K Hashmi
Journal:  Nat Protoc       Date:  2012-09-20       Impact factor: 13.491

4.  A Catalytic Intermolecular Formal Ene Reaction between Ketone-Derived Silyl Enol Ethers and Alkynes.

Authors:  Stephen D Holmbo; Nicole A Godfrey; Joshua J Hirner; Sergey V Pronin
Journal:  J Am Chem Soc       Date:  2016-09-16       Impact factor: 15.419

5.  Asymmetric, stereodivergent synthesis of (-)-clusianone utilizing a biomimetic cationic cyclization.

Authors:  Jonathan H Boyce; John A Porco
Journal:  Angew Chem Int Ed Engl       Date:  2014-06-10       Impact factor: 15.336

6.  Synthetic Efforts Toward [3.3.1] Bridged Bicyclic Phloroglucinol Natural Products.

Authors:  Jon T Njardarson
Journal:  Tetrahedron       Date:  2011-10-07       Impact factor: 2.457

Review 7.  Stereoselective Halogenation in Natural Product Synthesis.

Authors:  Won-jin Chung; Christopher D Vanderwal
Journal:  Angew Chem Int Ed Engl       Date:  2016-02-02       Impact factor: 15.336

8.  Syntheses of α-pyrones using gold-catalyzed coupling reactions.

Authors:  Tuoping Luo; Mingji Dai; Shao-Liang Zheng; Stuart L Schreiber
Journal:  Org Lett       Date:  2011-05-02       Impact factor: 6.005

9.  Recent advances in the gold-catalyzed additions to C-C multiple bonds.

Authors:  He Huang; Yu Zhou; Hong Liu
Journal:  Beilstein J Org Chem       Date:  2011-07-04       Impact factor: 2.883

10.  One-pot Diels-Alder cycloaddition/gold(I)-catalyzed 6-endo-dig cyclization for the synthesis of the complex bicyclo[3.3.1]alkenone framework.

Authors:  Boubacar Sow; Gabriel Bellavance; Francis Barabé; Louis Barriault
Journal:  Beilstein J Org Chem       Date:  2011-07-22       Impact factor: 2.883

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