Nickel-catalyzed 1,4-addition of trialkylboranes to alpha,beta-unsaturated esters: dramatic enhancement by addition of methanol

Koji Hirano; Hideki Yorimitsu; Koichiro Oshima

doi:10.1021/ol070288y

Nickel-catalyzed 1,4-addition of trialkylboranes to alpha,beta-unsaturated esters: dramatic enhancement by addition of methanol

Org Lett. 2007 Apr 12;9(8):1541-4. doi: 10.1021/ol070288y. Epub 2007 Mar 16.

Authors

Koji Hirano¹, Hideki Yorimitsu, Koichiro Oshima

Affiliation

¹ Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto-daigaku Katsura, Nishikyo-ku, Kyoto 615-8510, Japan.

PMID: 17362024
DOI: 10.1021/ol070288y

Abstract

[reaction: see text] Nickel catalyst systems for 1,4-addition of trialkylboranes to alpha,beta-unsaturated esters have been developed. Addition of methanol was found to be essential for the alkylation reaction with 9-alkyl-9-BBNs.