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Palladium-catalyzed regio- and stereoselective hydrosilylation of electron-deficient alkynes.
Org Lett. 2012 Mar 16; 14(6):1552-5.OL

Abstract

Highly regio- and stereoselective hydrosilylation applicable to a broad range of electron-deficient alkynes has been established using palladium catalysis. The synthetic utility of the method has been demonstrated by further transformations of α-silylalkenes, particularly Hiyama coupling and stereoinverting iododesilylation followed by Suzuki-Miyaura coupling, which enables stereodivergent syntheses of α-arylenoates.

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Authors+Show Affiliations

Sumida Y
Laboratory of Chemical Biology, Graduate School of Biomedical Science, Institute of Biomaterials and Bioengineerings, Tokyo Medical and Dental University, 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, Japan.
Kato T
No affiliation info available
Yoshida S
No affiliation info available
Hosoya T
No affiliation info available

MeSH

AlkenesAlkynesCarboxylic AcidsCatalysisMolecular StructurePalladiumSilanesStereoisomerism

Pub Type(s)

Journal Article

Language

eng

PubMed ID

22360388

Citation

Sumida, Yuto, et al. "Palladium-catalyzed Regio- and Stereoselective Hydrosilylation of Electron-deficient Alkynes." Organic Letters, vol. 14, no. 6, 2012, pp. 1552-5.
Sumida Y, Kato T, Yoshida S, et al. Palladium-catalyzed regio- and stereoselective hydrosilylation of electron-deficient alkynes. Org Lett. 2012;14(6):1552-5.
Sumida, Y., Kato, T., Yoshida, S., & Hosoya, T. (2012). Palladium-catalyzed regio- and stereoselective hydrosilylation of electron-deficient alkynes. Organic Letters, 14(6), 1552-5. https://doi.org/10.1021/ol300279c
Sumida Y, et al. Palladium-catalyzed Regio- and Stereoselective Hydrosilylation of Electron-deficient Alkynes. Org Lett. 2012 Mar 16;14(6):1552-5. PubMed PMID: 22360388.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Palladium-catalyzed regio- and stereoselective hydrosilylation of electron-deficient alkynes. AU - Sumida,Yuto, AU - Kato,Tomoe, AU - Yoshida,Suguru, AU - Hosoya,Takamitsu, Y1 - 2012/02/23/ PY - 2012/2/25/entrez PY - 2012/3/1/pubmed PY - 2012/6/13/medline SP - 1552 EP - 5 JF - Organic letters JO - Org Lett VL - 14 IS - 6 N2 - Highly regio- and stereoselective hydrosilylation applicable to a broad range of electron-deficient alkynes has been established using palladium catalysis. The synthetic utility of the method has been demonstrated by further transformations of α-silylalkenes, particularly Hiyama coupling and stereoinverting iododesilylation followed by Suzuki-Miyaura coupling, which enables stereodivergent syntheses of α-arylenoates. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/22360388/Palladium_catalyzed_regio__and_stereoselective_hydrosilylation_of_electron_deficient_alkynes_ L2 - https://doi.org/10.1021/ol300279c DB - PRIME DP - Unbound Medicine ER -