Prostereogenic Face and Orientation Selective Oxidative Coupling Reaction between Methyl Methacrylate and 2,5-Dihydrofuran Catalyzed by a Ruthenium(0) Compound
作者:Yuki Hiroi、Nobuyuki Komine、Masafumi Hirano、Sanshiro Komiya
DOI:10.1021/om200091n
日期:2011.3.28
We disclose the first prostereogenic face and orientational control of coordinated olefins in an oxidative coupling reaction at a transition-metal center. Chemo-, regio-, and diastereoselective cross-dimerization between methyl methacrylate (MMA) and 2,5-dihydrofuran is catalyzed by Ru(eta(6)-naphthalene)(eta(4)-1,5-COD) (1; S mol %) at 0 degrees C in 24 h without use of solvent to give methyl rac-(2S)-3-[(3R)-2,3-dihydrofuran-3-yl]-2-methy1propionate (2a) in 81% yield.