化学
催化作用
组合化学
手性(物理)
对映选择合成
模块化设计
布朗斯特德-洛瑞酸碱理论
分子
选择性
基质(水族馆)
计算化学
有机化学
对称性破坏
计算机科学
手征对称破缺
操作系统
Nambu–Jona Lasinio模型
物理
海洋学
地质学
量子力学
作者
Bing‐Chao Da,Yong‐Bin Wang,Jun Kee Cheng,Shao‐Hua Xiang,Bin Tan
标识
DOI:10.1002/ange.202303128
摘要
Abstract Atroposelective cross‐coupling is one of the most appealing routes to construct axially chiral binaphthyl molecules due to the modular and succinct nature. Although transition‐metal‐catalyzed cross‐couplings offer reliable synthetic means, alternative reaction modes that could be applied to broader substrate range without their pre‐functionalization is highly desirable. Herein we show that the application of chiral Brønsted acid catalyst as organocatalyst could accomplish cross‐coupling of 1‐azonaphthalenes and 2‐naphthols with high efficiency, exclusive C4‐selectivity as well as excellent enantioselectivity and functional group compatibility. The identification of acylimidazolinone auxiliary for azo activating group, effective remote catalyst control and arene resonance effect synergistically play key roles in the development of this method. The utility is further demonstrated by transformations of the products into other binaphthyl compounds with perfectly retained axial chirality.
科研通智能强力驱动
Strongly Powered by AbleSci AI