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Simple alkenes as substitutes for organometallic reagents: nickel-catalyzed, intermolecular coupling of aldehydes, silyl triflates, and alpha olefins.
J Am Chem Soc 2005; 127(41):14194-5JA

Abstract

A nickel-catalyzed method for the three-component coupling of alkenes (ethylene and alpha olefins), aldehydes, and silyl triflates is described, and this process represents the first catalytic method for coupling aldehydes and alkenes to give allylic alcohol derivatives. Conceptually, the alkene functions as a replacement for an alkenylmetal reagent.

Authors+Show Affiliations

Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA.No affiliation info available

Pub Type(s)

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

Language

eng

PubMed ID

16218608

Citation

Ng, Sze-Sze, and Timothy F. Jamison. "Simple Alkenes as Substitutes for Organometallic Reagents: Nickel-catalyzed, Intermolecular Coupling of Aldehydes, Silyl Triflates, and Alpha Olefins." Journal of the American Chemical Society, vol. 127, no. 41, 2005, pp. 14194-5.
Ng SS, Jamison TF. Simple alkenes as substitutes for organometallic reagents: nickel-catalyzed, intermolecular coupling of aldehydes, silyl triflates, and alpha olefins. J Am Chem Soc. 2005;127(41):14194-5.
Ng, S. S., & Jamison, T. F. (2005). Simple alkenes as substitutes for organometallic reagents: nickel-catalyzed, intermolecular coupling of aldehydes, silyl triflates, and alpha olefins. Journal of the American Chemical Society, 127(41), pp. 14194-5.
Ng SS, Jamison TF. Simple Alkenes as Substitutes for Organometallic Reagents: Nickel-catalyzed, Intermolecular Coupling of Aldehydes, Silyl Triflates, and Alpha Olefins. J Am Chem Soc. 2005 Oct 19;127(41):14194-5. PubMed PMID: 16218608.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Simple alkenes as substitutes for organometallic reagents: nickel-catalyzed, intermolecular coupling of aldehydes, silyl triflates, and alpha olefins. AU - Ng,Sze-Sze, AU - Jamison,Timothy F, PY - 2005/10/13/pubmed PY - 2006/1/25/medline PY - 2005/10/13/entrez SP - 14194 EP - 5 JF - Journal of the American Chemical Society JO - J. Am. Chem. Soc. VL - 127 IS - 41 N2 - A nickel-catalyzed method for the three-component coupling of alkenes (ethylene and alpha olefins), aldehydes, and silyl triflates is described, and this process represents the first catalytic method for coupling aldehydes and alkenes to give allylic alcohol derivatives. Conceptually, the alkene functions as a replacement for an alkenylmetal reagent. SN - 0002-7863 UR - https://www.unboundmedicine.com/medline/citation/16218608/Simple_alkenes_as_substitutes_for_organometallic_reagents:_nickel_catalyzed_intermolecular_coupling_of_aldehydes_silyl_triflates_and_alpha_olefins_ L2 - https://dx.doi.org/10.1021/ja055363j DB - PRIME DP - Unbound Medicine ER -