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Anionic four-electron donor-based palladacycles as catalysts for addition reactions of arylboronic acids with alpha,beta-unsaturated ketones, aldehydes, and alpha-ketoesters.
Org Lett. 2007 Jan 18; 9(2):343-6.OL

Abstract

Anionic four-electron donor-based palladacycle-catalyzed 1,4-additions of arylboronic acids with alpha,beta-unsaturated ketones and 1,2-additions of arylboronic acids with aldehydes and alpha-ketoesters are described. Our study demonstrated that palladacycles were highly efficient, practical catalysts for these addition reactions. The work described here not only opened a new paradigm for the application of palladacycles, but may also pave the road for other metalacycles as practically useful catalysts for such addition reactions including asymmetric ones. [reaction: see text].

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Authors+Show Affiliations

He P
Department of Chemistry, College of Staten Island and the Graduate Center of the City University of New York, Staten Island, New York 10314, USA.
Lu Y
No affiliation info available
Dong CG
No affiliation info available
Hu QS
No affiliation info available

MeSH

AlcoholsAldehydesAnionsBoronic AcidsCatalysisCyclizationElectronsEstersKetonesMolecular StructureOrganometallic CompoundsPalladiumStereoisomerism

Pub Type(s)

Journal Article
Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

17217300

Citation

He, Ping, et al. "Anionic Four-electron Donor-based Palladacycles as Catalysts for Addition Reactions of Arylboronic Acids With Alpha,beta-unsaturated Ketones, Aldehydes, and Alpha-ketoesters." Organic Letters, vol. 9, no. 2, 2007, pp. 343-6.
He P, Lu Y, Dong CG, et al. Anionic four-electron donor-based palladacycles as catalysts for addition reactions of arylboronic acids with alpha,beta-unsaturated ketones, aldehydes, and alpha-ketoesters. Org Lett. 2007;9(2):343-6.
He, P., Lu, Y., Dong, C. G., & Hu, Q. S. (2007). Anionic four-electron donor-based palladacycles as catalysts for addition reactions of arylboronic acids with alpha,beta-unsaturated ketones, aldehydes, and alpha-ketoesters. Organic Letters, 9(2), 343-6.
He P, et al. Anionic Four-electron Donor-based Palladacycles as Catalysts for Addition Reactions of Arylboronic Acids With Alpha,beta-unsaturated Ketones, Aldehydes, and Alpha-ketoesters. Org Lett. 2007 Jan 18;9(2):343-6. PubMed PMID: 17217300.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Anionic four-electron donor-based palladacycles as catalysts for addition reactions of arylboronic acids with alpha,beta-unsaturated ketones, aldehydes, and alpha-ketoesters. AU - He,Ping, AU - Lu,Yong, AU - Dong,Cheng-Guo, AU - Hu,Qiao-Sheng, PY - 2007/1/16/pubmed PY - 2007/3/21/medline PY - 2007/1/16/entrez SP - 343 EP - 6 JF - Organic letters JO - Org Lett VL - 9 IS - 2 N2 - Anionic four-electron donor-based palladacycle-catalyzed 1,4-additions of arylboronic acids with alpha,beta-unsaturated ketones and 1,2-additions of arylboronic acids with aldehydes and alpha-ketoesters are described. Our study demonstrated that palladacycles were highly efficient, practical catalysts for these addition reactions. The work described here not only opened a new paradigm for the application of palladacycles, but may also pave the road for other metalacycles as practically useful catalysts for such addition reactions including asymmetric ones. [reaction: see text]. SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/17217300/Anionic_four_electron_donor_based_palladacycles_as_catalysts_for_addition_reactions_of_arylboronic_acids_with_alphabeta_unsaturated_ketones_aldehydes_and_alpha_ketoesters_ DB - PRIME DP - Unbound Medicine ER -