Literature DB >> 18290658

Synthesis of vinyl-functionalized oxazoles by olefin cross-metathesis.

Thomas J Hoffman1, James H Rigby, Stellios Arseniyadis, Janine Cossy.   

Abstract

A ruthenium-based catalyzed olefin cross-methathesis reaction involving 2- and 4-vinyl-functionalized oxazoles was developed. A wide range of olefinic partners was coupled in good to excellent yields and high stereoselectivities under mild conditions. This methodology offers new opportunities for the synthesis of a plethora of biologically active natural products.

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Year:  2008        PMID: 18290658     DOI: 10.1021/jo702305g

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


  3 in total

1.  Ring-closing metathesis for the synthesis of a highly G-quadruplex selective macrocyclic hexaoxazole having enhanced cytotoxic potency.

Authors:  Mavurapu Satyanarayana; Suzanne G Rzuczek; Edmond J Lavoie; Daniel S Pilch; Angela Liu; Leroy F Liu; Joseph E Rice
Journal:  Bioorg Med Chem Lett       Date:  2008-05-15       Impact factor: 2.823

2.  Photochemical approach to functionalized benzobicyclo[3.2.1]octene structures via fused oxazoline derivatives from 4- and 5-(o-vinylstyryl)oxazoles.

Authors:  Ivana Sagud; Simona Božić; Zeljko Marinić; Marija Sindler-Kulyk
Journal:  Beilstein J Org Chem       Date:  2014-09-18       Impact factor: 2.883

3.  Cross metathesis of unsaturated epoxides for the synthesis of polyfunctional building blocks.

Authors:  Meriem K Abderrezak; Kristýna Šichová; Nancy Dominguez-Boblett; Antoine Dupé; Zahia Kabouche; Christian Bruneau; Cédric Fischmeister
Journal:  Beilstein J Org Chem       Date:  2015-10-08       Impact factor: 2.883

  3 in total

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