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Regulation of Chiral Phosphoric Acid Catalyzed Asymmetric Reaction through Crown Ether Based Host–Guest Chemistry
Organic Letters ( IF 4.9 ) Pub Date : 2022-10-24 , DOI: 10.1021/acs.orglett.2c03091 Jiadong Tang 1 , Can Chen 1 , Tao Hong 1 , Zibin Zhang 1 , Chunsong Xie 2 , Shijun Li 1
Organic Letters ( IF 4.9 ) Pub Date : 2022-10-24 , DOI: 10.1021/acs.orglett.2c03091 Jiadong Tang 1 , Can Chen 1 , Tao Hong 1 , Zibin Zhang 1 , Chunsong Xie 2 , Shijun Li 1
Affiliation
Supramolecular asymmetric catalysis has arisen from the in-depth intersection of supramolecular chemistry and asymmetric catalysis due to its unique advantages in building chiral catalyst libraries and regulating performance of catalysts. Herein, we combine crown ether based host–guest chemistry with chiral phosphoric acid mediated asymmetric catalysis to actualize the supramolecular regulation of catalytic asymmetric two-component tandem acetalization reactions. By comparison with the catalytic reaction without host–guest interaction, improvement of up to 72% in yield and increases of up to 13% in enantioselectivity were acquired after addition of the alkali metal guests, which demonstrated the great advantages of this supramolecular regulation strategy.
中文翻译:
基于冠醚的主客体化学调控手性磷酸催化不对称反应
超分子不对称催化由于其在构建手性催化剂库和调节催化剂性能方面的独特优势而产生于超分子化学和不对称催化的深入交叉。在此,我们将基于冠醚的主客体化学与手性磷酸介导的不对称催化相结合,以实现催化不对称双组分串联缩醛化反应的超分子调控。与没有主客体相互作用的催化反应相比,添加碱金属客体后,产率提高了72%,对映选择性提高了13%,证明了这种超分子调控策略的巨大优势。
更新日期:2022-10-24
中文翻译:
基于冠醚的主客体化学调控手性磷酸催化不对称反应
超分子不对称催化由于其在构建手性催化剂库和调节催化剂性能方面的独特优势而产生于超分子化学和不对称催化的深入交叉。在此,我们将基于冠醚的主客体化学与手性磷酸介导的不对称催化相结合,以实现催化不对称双组分串联缩醛化反应的超分子调控。与没有主客体相互作用的催化反应相比,添加碱金属客体后,产率提高了72%,对映选择性提高了13%,证明了这种超分子调控策略的巨大优势。