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Nickel-catalyzed highly regioselective multicomponent coupling of ynamides, aldehydes, and silane: a new access to functionalized enamides.
Org Lett. 2008 Sep 04; 10(17):3829-32.OL

Abstract

A new method for preparation of functionalized enamides by a nickel-catalyzed multicomponent coupling of ynamides, aldehydes, and silane has been developed. The coupling reaction proceeded in the presence of a nickel-IMes catalyst to give the corresponding gamma-silyloxyenamide derivative, which has an allylic alcohol moiety in the molecule, in a highly stereoselective manner.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Saito N
Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan.
Katayama T
No affiliation info available
Sato Y
No affiliation info available

MeSH

AldehydesAlkenesAlkynesAmidesCatalysisModels, MolecularNickelOxazolidinonesSilanes

Pub Type(s)

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

Language

eng

PubMed ID

18681448

Citation

Saito, Nozomi, et al. "Nickel-catalyzed Highly Regioselective Multicomponent Coupling of Ynamides, Aldehydes, and Silane: a New Access to Functionalized Enamides." Organic Letters, vol. 10, no. 17, 2008, pp. 3829-32.
Saito N, Katayama T, Sato Y. Nickel-catalyzed highly regioselective multicomponent coupling of ynamides, aldehydes, and silane: a new access to functionalized enamides. Org Lett. 2008;10(17):3829-32.
Saito, N., Katayama, T., & Sato, Y. (2008). Nickel-catalyzed highly regioselective multicomponent coupling of ynamides, aldehydes, and silane: a new access to functionalized enamides. Organic Letters, 10(17), 3829-32. https://doi.org/10.1021/ol801534e
Saito N, Katayama T, Sato Y. Nickel-catalyzed Highly Regioselective Multicomponent Coupling of Ynamides, Aldehydes, and Silane: a New Access to Functionalized Enamides. Org Lett. 2008 Sep 4;10(17):3829-32. PubMed PMID: 18681448.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Nickel-catalyzed highly regioselective multicomponent coupling of ynamides, aldehydes, and silane: a new access to functionalized enamides. AU - Saito,Nozomi, AU - Katayama,Tomoyuki, AU - Sato,Yoshihiro, Y1 - 2008/08/06/ PY - 2008/8/7/pubmed PY - 2008/11/14/medline PY - 2008/8/7/entrez SP - 3829 EP - 32 JF - Organic letters JO - Org Lett VL - 10 IS - 17 N2 - A new method for preparation of functionalized enamides by a nickel-catalyzed multicomponent coupling of ynamides, aldehydes, and silane has been developed. The coupling reaction proceeded in the presence of a nickel-IMes catalyst to give the corresponding gamma-silyloxyenamide derivative, which has an allylic alcohol moiety in the molecule, in a highly stereoselective manner. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/18681448/Nickel_catalyzed_highly_regioselective_multicomponent_coupling_of_ynamides_aldehydes_and_silane:_a_new_access_to_functionalized_enamides_ L2 - https://doi.org/10.1021/ol801534e DB - PRIME DP - Unbound Medicine ER -