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Nitrile-promoted Rh-catalyzed intermolecular hydroacylation of olefins with salicylaldehyde.
J Org Chem. 2007 Mar 30; 72(7):2543-6.JO

Abstract

Rh-catalyzed intermolecular hydroacylation between salicylaldehyde and alkenylnitriles proceeded at room temperature to preferentially give normal-hydroacylated products. Addition of CH3CN and NaOAc accelerated the Rh-catalyzed hydroacylation of monoolefins to exclusively produce the normal-hydroacylated products under mild reaction conditions. Plausible mechanisms for the regioselections are also described.

Authors+Show Affiliations

Imai M
Hokkaido College of Pharmacy, Hokkaido 047-0264, Japan.
Tanaka M
No affiliation info available
Nagumo S
No affiliation info available
Kawahara N
No affiliation info available
Suemune H
No affiliation info available

MeSH

AcylationAldehydesAlkenesCatalysisHydrogenMolecular StructureNitrilesRhodium

Pub Type(s)

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

Language

eng

PubMed ID

17326687

Citation

Imai, Masanori, et al. "Nitrile-promoted Rh-catalyzed Intermolecular Hydroacylation of Olefins With Salicylaldehyde." The Journal of Organic Chemistry, vol. 72, no. 7, 2007, pp. 2543-6.
Imai M, Tanaka M, Nagumo S, et al. Nitrile-promoted Rh-catalyzed intermolecular hydroacylation of olefins with salicylaldehyde. J Org Chem. 2007;72(7):2543-6.
Imai, M., Tanaka, M., Nagumo, S., Kawahara, N., & Suemune, H. (2007). Nitrile-promoted Rh-catalyzed intermolecular hydroacylation of olefins with salicylaldehyde. The Journal of Organic Chemistry, 72(7), 2543-6.
Imai M, et al. Nitrile-promoted Rh-catalyzed Intermolecular Hydroacylation of Olefins With Salicylaldehyde. J Org Chem. 2007 Mar 30;72(7):2543-6. PubMed PMID: 17326687.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Nitrile-promoted Rh-catalyzed intermolecular hydroacylation of olefins with salicylaldehyde. AU - Imai,Masanori, AU - Tanaka,Masakazu, AU - Nagumo,Shinji, AU - Kawahara,Norio, AU - Suemune,Hiroshi, Y1 - 2007/02/28/ PY - 2007/3/1/pubmed PY - 2007/5/16/medline PY - 2007/3/1/entrez SP - 2543 EP - 6 JF - The Journal of organic chemistry JO - J Org Chem VL - 72 IS - 7 N2 - Rh-catalyzed intermolecular hydroacylation between salicylaldehyde and alkenylnitriles proceeded at room temperature to preferentially give normal-hydroacylated products. Addition of CH3CN and NaOAc accelerated the Rh-catalyzed hydroacylation of monoolefins to exclusively produce the normal-hydroacylated products under mild reaction conditions. Plausible mechanisms for the regioselections are also described. SN - 0022-3263 UR - https://www.unboundmedicine.com/medline/citation/17326687/Nitrile_promoted_Rh_catalyzed_intermolecular_hydroacylation_of_olefins_with_salicylaldehyde_ L2 - https://doi.org/10.1021/jo062501u DB - PRIME DP - Unbound Medicine ER -