Liu Xihong, Zhu Boyan, Chu Anqi, Wang Rui
Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences & Research Unit of Peptide Science, Chinese Academy of Medical Sciences, 2019RU066, Lanzhou University, Lanzhou 730000, China.
Org Lett. 2024 Dec 20;26(50):10827-10832. doi: 10.1021/acs.orglett.4c03921. Epub 2024 Dec 6.
To advance more efficient dearomatization approaches, we present herein an organocatalyzed asymmetric double dearomatization reaction of tricyclic phenols and alkoxybenzenes by leveraging a novel steric hindrance-regulated dearomatization strategy for nonfunctionalized phenols. This protocol allows the efficient synthesis of structurally complex polycyclic diketones with four tertiary carbon centers under mild conditions while also showcasing the potential of multiple dearomatizations for building intricate molecular frameworks from simple starting materials.
为了推进更高效的脱芳构化方法,我们在此展示了一种通过利用一种针对未官能团化苯酚的新型空间位阻调节脱芳构化策略,实现三环酚和烷氧基苯的有机催化不对称双脱芳构化反应。该方案能够在温和条件下高效合成具有四个叔碳中心的结构复杂的多环二酮,同时还展示了多重脱芳构化从简单起始原料构建复杂分子框架的潜力。