对映选择合成
对称化
酰化
磷酸
催化作用
位阻效应
化学
有机化学
有机催化
轴手性
组合化学
作者
Jiawei Xu,Wei Lin,Hegen Zheng,Xin Li
标识
DOI:10.1021/acscatal.4c01489
摘要
C–O axially chiral diaryl ethers play important roles in natural products and bioactive molecules, but because of the low rotational barrier and strict steric hindrance requirements, the catalytic asymmetric construction of axially chiral diaryl ethers still remains a challenge. Herein, we devised a strategy employing achiral azlactone for the desymmetrization of prochiral diamines under the catalysis of chiral phosphoric acid. The targeted C–O axially chiral diaryl ethers were obtained in very good yields (up to 98%) and high enantioselectivities (up to >99.5:0.5 er). The synthetic utility was demonstrated through large-scale reaction and transformations of the products. Moreover, DFT calculations were conducted to probe the origins of enantioselectivity.
科研通智能强力驱动
Strongly Powered by AbleSci AI