Abstract
Six new amphiphilic chiral dendritic BINOLs were synthesised via coupling reactions of optically active BINOL and the Frèchet-type poly(aryl ether) dendrons with peripheral oligo(ethyleneglycol) groups, and were used as amphiphiles for promoting the asymmetric hydrogenation of 2-[p-(2-methylpropyl)- phenyl]acrylic acid in an aqueous media.
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