3,3’-二-(4-乙氧基苯基)-2,2’-二羟基-1,1’-联萘的合成及其在不对称反应中的应用

Synthesis of 3,3-Bis(4-ethoxyphenyl)-2,2-dihydroxy-(1,1,) binaphthyl and Application in Asymmetric Reaction

以β-萘酚为原料,通过羟基保护、Suzuki反应、脱保护,在3,3位上成功引入芳香基团制备出目标产物,获得最佳合成条件,并用13CNMR、1HNMR、元素分析及红外光谱对相关产物进行了表征。目标产物在诱导二乙基锌和芳基醛的不对称加成反应中具备良好的催化性能,R构型的联萘酚衍生物催化所得醇的产率和e.e.值均高于S构型。

3,3-Substituted binaphthol derivatives were prepared from β-naphthol by multi steps,via hy-droxy-protected,Suzuki reaction and deprotection,and the aromatic group was successfully introduced to 3,3-position of binaphthol.The suitable reaction conditions were obtained and structures of the products were confirmed by 1HNMR,13CNMR,elemental analysis and IR.The target product has good catalytic performance in the asymmetric addition reaction of diethylzinc and aryl aldehyde.The yield and e.e.values of alcohol catalyzed by the R configuration of binaphthol derivatives were higher than the S configuration of binaphthol derivatives.