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Nickel-catalyzed highly regio- and stereoselective cross-trimerization between triisopropylsilylacetylene and internal alkynes leading to 1,3-diene-5-ynes.
J Am Chem Soc. 2009 Mar 11; 131(9):3176-7.JA

Abstract

The first highly selective 1:2 cross-trimerization between triisopropylsilylacetylene and 2 equiv of internal alkynes, leading to 1,3-diene-5-yne compounds, was achieved using the Ni(cod)(2)/P(n)Pr(3) catalyst. Various symmetrical and asymmetrical internal alkynes could be used for the cross-trimerization reaction with high regio- and stereoselectivity.

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Authors+Show Affiliations

Ogata K
Department of Applied Chemistry, Institute of Science and Engineering, Chuo University, 1-13-27 Kasuga, Bunkyo-ku, Tokyo 112-8551, Japan. orgchem@kc.chuo-u.ac.jp
Murayama H
No affiliation info available
Sugasawa J
No affiliation info available
Suzuki N
No affiliation info available
Fukuzawa S
No affiliation info available

MeSH

AlkenesAlkynesCatalysisMolecular StructureNickelOrganometallic CompoundsSilanesStereoisomerism

Pub Type(s)

Journal Article

Language

eng

PubMed ID

19226123

Citation

Ogata, Kenichi, et al. "Nickel-catalyzed Highly Regio- and Stereoselective Cross-trimerization Between Triisopropylsilylacetylene and Internal Alkynes Leading to 1,3-diene-5-ynes." Journal of the American Chemical Society, vol. 131, no. 9, 2009, pp. 3176-7.
Ogata K, Murayama H, Sugasawa J, et al. Nickel-catalyzed highly regio- and stereoselective cross-trimerization between triisopropylsilylacetylene and internal alkynes leading to 1,3-diene-5-ynes. J Am Chem Soc. 2009;131(9):3176-7.
Ogata, K., Murayama, H., Sugasawa, J., Suzuki, N., & Fukuzawa, S. (2009). Nickel-catalyzed highly regio- and stereoselective cross-trimerization between triisopropylsilylacetylene and internal alkynes leading to 1,3-diene-5-ynes. Journal of the American Chemical Society, 131(9), 3176-7. https://doi.org/10.1021/ja900146u
Ogata K, et al. Nickel-catalyzed Highly Regio- and Stereoselective Cross-trimerization Between Triisopropylsilylacetylene and Internal Alkynes Leading to 1,3-diene-5-ynes. J Am Chem Soc. 2009 Mar 11;131(9):3176-7. PubMed PMID: 19226123.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Nickel-catalyzed highly regio- and stereoselective cross-trimerization between triisopropylsilylacetylene and internal alkynes leading to 1,3-diene-5-ynes. AU - Ogata,Kenichi, AU - Murayama,Hiroyuki, AU - Sugasawa,Jun, AU - Suzuki,Noriyuki, AU - Fukuzawa,Shin-Ichi, PY - 2009/2/20/entrez PY - 2009/2/20/pubmed PY - 2010/9/2/medline SP - 3176 EP - 7 JF - Journal of the American Chemical Society JO - J Am Chem Soc VL - 131 IS - 9 N2 - The first highly selective 1:2 cross-trimerization between triisopropylsilylacetylene and 2 equiv of internal alkynes, leading to 1,3-diene-5-yne compounds, was achieved using the Ni(cod)(2)/P(n)Pr(3) catalyst. Various symmetrical and asymmetrical internal alkynes could be used for the cross-trimerization reaction with high regio- and stereoselectivity. SN - 1520-5126 UR - https://www.unboundmedicine.com/medline/citation/19226123/Nickel_catalyzed_highly_regio__and_stereoselective_cross_trimerization_between_triisopropylsilylacetylene_and_internal_alkynes_leading_to_13_diene_5_ynes_ L2 - https://doi.org/10.1021/ja900146u DB - PRIME DP - Unbound Medicine ER -