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Rhodium catalysed chemo- and stereoselective arylative and alkenylative cyclisation reactions of unsymmetric diynes containing a terminal alkyne moiety with organoboronic acids.
Org Biomol Chem. 2010 May 07; 8(9):2060-7.OB

Abstract

Unsymmetric diynes possessing a terminal alkyne moiety reacted with organoboronic acids both chemo- and stereoselectively to afford arylated or alkenylated exocyclic dienes by catalysis from the [Rh(cod)OCH(3)](2) complex. The use of a polar protic solvent, e.g. CH(3)OH is required for the success of the process under mild conditions.

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Authors+Show Affiliations

Artok L
Department of Chemistry, Faculty of Science, Izmir Institute of Technology, Urla, 35430, Izmir, Turkey. leventartok@iyte.edu.tr
Kuş M
No affiliation info available
Urer BN
No affiliation info available
Türkmen G
No affiliation info available
Aksin-Artok O
No affiliation info available

MeSH

AlkadienesAlkynesBoronic AcidsCatalysisCyclizationEstersMolecular StructureOrganometallic CompoundsRhodiumStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

20401382

Citation

Artok, Levent, et al. "Rhodium Catalysed Chemo- and Stereoselective Arylative and Alkenylative Cyclisation Reactions of Unsymmetric Diynes Containing a Terminal Alkyne Moiety With Organoboronic Acids." Organic & Biomolecular Chemistry, vol. 8, no. 9, 2010, pp. 2060-7.
Artok L, Kuş M, Urer BN, et al. Rhodium catalysed chemo- and stereoselective arylative and alkenylative cyclisation reactions of unsymmetric diynes containing a terminal alkyne moiety with organoboronic acids. Org Biomol Chem. 2010;8(9):2060-7.
Artok, L., Kuş, M., Urer, B. N., Türkmen, G., & Aksin-Artok, O. (2010). Rhodium catalysed chemo- and stereoselective arylative and alkenylative cyclisation reactions of unsymmetric diynes containing a terminal alkyne moiety with organoboronic acids. Organic & Biomolecular Chemistry, 8(9), 2060-7. https://doi.org/10.1039/b926553h
Artok L, et al. Rhodium Catalysed Chemo- and Stereoselective Arylative and Alkenylative Cyclisation Reactions of Unsymmetric Diynes Containing a Terminal Alkyne Moiety With Organoboronic Acids. Org Biomol Chem. 2010 May 7;8(9):2060-7. PubMed PMID: 20401382.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Rhodium catalysed chemo- and stereoselective arylative and alkenylative cyclisation reactions of unsymmetric diynes containing a terminal alkyne moiety with organoboronic acids. AU - Artok,Levent, AU - Kuş,Melih, AU - Urer,Bağdagül N, AU - Türkmen,Gülşah, AU - Aksin-Artok,Ozge, Y1 - 2010/03/01/ PY - 2010/4/20/entrez PY - 2010/4/20/pubmed PY - 2010/7/16/medline SP - 2060 EP - 7 JF - Organic & biomolecular chemistry JO - Org Biomol Chem VL - 8 IS - 9 N2 - Unsymmetric diynes possessing a terminal alkyne moiety reacted with organoboronic acids both chemo- and stereoselectively to afford arylated or alkenylated exocyclic dienes by catalysis from the [Rh(cod)OCH(3)](2) complex. The use of a polar protic solvent, e.g. CH(3)OH is required for the success of the process under mild conditions. SN - 1477-0539 UR - https://www.unboundmedicine.com/medline/citation/20401382/Rhodium_catalysed_chemo__and_stereoselective_arylative_and_alkenylative_cyclisation_reactions_of_unsymmetric_diynes_containing_a_terminal_alkyne_moiety_with_organoboronic_acids_ L2 - https://doi.org/10.1039/b926553h DB - PRIME DP - Unbound Medicine ER -