Asymmetric Transfer Hydrogenation of Secondary Allylic Alcohols
作者： Christopher O. Shoola , Thomas DelMastro , Ruoqiu Wu , John R. Sowa
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摘要: Racemic secondary allylic alcohols were transformed into optically active by a combined Ru-catalyzed isomerization/asymmetric transfer-hydrogenation reaction. The catalyst was generated in situ isopropyl alcohol from di-μ-chlorobis[(p-cymene)chlororuthenium(II)], the chiral ligand (1S,2S)-N-(p-tolylsulfonyl)-1,2-diphenylethylenediamine, and K2CO3, products afforded yields up to 97 % with 93 % enantiomeric excess without use of hydrogen gas. A Hammett study revealed that reaction rate enhanced electron-withdrawing aryl substituents. supports recent work published Adolfsson et al. as new methodology for synthesis compounds alcohols.
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