Literature DB >> 10814152

Terminal Alkyne-Ethylene Cross-Metathesis: Reaction of 1-Substituted Propargyl Esters at Elevated Ethylene Pressure.

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Abstract

Substituted propargylic esters, resistant to complete ethylene cross-metathesis at ambient pressure, underwent cross-metathesis with ethylene at elevated pressure (4 atm) to give 2-substituted butadienes in good to excellent yields. Enantioenriched propargylic acetates, obtained through enzymatic kinetic resolution of secondary propargyl alcohols, similarly underwent ethylene metathesis with retention of stereochemistry at the chiral center.

Entities:  

Year:  2000        PMID: 10814152     DOI: 10.1021/jo9916941

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Palladium-catalyzed 1,1-difunctionalization of ethylene.

Authors:  Vaneet Saini; Matthew S Sigman
Journal:  J Am Chem Soc       Date:  2012-07-10       Impact factor: 15.419

Review 2.  Transition-metal-catalyzed laboratory-scale carbon-carbon bond-forming reactions of ethylene.

Authors:  Vaneet Saini; Benjamin J Stokes; Matthew S Sigman
Journal:  Angew Chem Int Ed Engl       Date:  2013-09-17       Impact factor: 15.336

3.  Ene-yne cross-metathesis with ruthenium carbene catalysts.

Authors:  Cédric Fischmeister; Christian Bruneau
Journal:  Beilstein J Org Chem       Date:  2011-02-04       Impact factor: 2.883

  3 in total

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