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Synthesis of vinyl-functionalized oxazoles by olefin cross-metathesis.
J Org Chem. 2008 Mar 21; 73(6):2400-3.JO

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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Publisher Full Text (DOI)

Authors+Show Affiliations

Hoffman TJ
Laboratoire de Chimie Organique, ESPCI, CNRS, 10 rue Vauquelin, 75231 Paris Cedex 05, France.
Rigby JH
No affiliation info available
Arseniyadis S
No affiliation info available
Cossy J
No affiliation info available

MeSH

CatalysisOrganometallic CompoundsOxazolesRutheniumVinyl Compounds

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

18290658

Citation

Hoffman, Thomas J., et al. "Synthesis of Vinyl-functionalized Oxazoles By Olefin Cross-metathesis." The Journal of Organic Chemistry, vol. 73, no. 6, 2008, pp. 2400-3.
Hoffman TJ, Rigby JH, Arseniyadis S, et al. Synthesis of vinyl-functionalized oxazoles by olefin cross-metathesis. J Org Chem. 2008;73(6):2400-3.
Hoffman, T. J., Rigby, J. H., Arseniyadis, S., & Cossy, J. (2008). Synthesis of vinyl-functionalized oxazoles by olefin cross-metathesis. The Journal of Organic Chemistry, 73(6), 2400-3. https://doi.org/10.1021/jo702305g
Hoffman TJ, et al. Synthesis of Vinyl-functionalized Oxazoles By Olefin Cross-metathesis. J Org Chem. 2008 Mar 21;73(6):2400-3. PubMed PMID: 18290658.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Synthesis of vinyl-functionalized oxazoles by olefin cross-metathesis. AU - Hoffman,Thomas J, AU - Rigby,James H, AU - Arseniyadis,Stellios, AU - Cossy,Janine, Y1 - 2008/02/22/ PY - 2008/2/23/pubmed PY - 2008/5/7/medline PY - 2008/2/23/entrez SP - 2400 EP - 3 JF - The Journal of organic chemistry JO - J Org Chem VL - 73 IS - 6 N2 - 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. SN - 0022-3263 UR - https://www.unboundmedicine.com/medline/citation/18290658/Synthesis_of_vinyl_functionalized_oxazoles_by_olefin_cross_metathesis_ DB - PRIME DP - Unbound Medicine ER -