A new polymer-supported BINOL (1,1'-Bi-2-naphthol) was synthesized by coupling of aminomethyl polystyrene resin and (S)-2, 2'-dihydroxy-1,1'-binaphthyl-3,3'-dicarboxylic acid. This new ligand was found to be more enantioselective for the asymmetric addition of diethylzinc to aldehydes than its "free" analog [Ti(BINOL)(i)PrO(2)]. A range of 57-99% ee's as well as 78-97% yields was obtained, and the electronic properties of the enantioselectivity were also observed.
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Yang et al. (2000) studied this question.
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