邻羟基苯基取代的对亚甲基苯醌参与的催化不对称反应研究进展  

Advances in Catalytic Asymmetric Reactions Involving o-Hydroxyphenyl Substituted p-Quinone Methides

作　　者：杨爽 王宁宜 杭青青 张宇辰[1] 石枫[1,2] Yang Shuang;Wang Ningyi;Hang Qingqing;Zhang Yuchen;Shi Feng(Research Center of Chiral Functional Heterocycles,School of Chemistry and Materials Science,Jiangsu Normal University,Xuzhou 221116;School of Petrochemical Engineering,Changzhou University,Changzhou 213164)

机构地区：[1]江苏师范大学手性功能杂环研究中心,化学与材料科学学院,徐州221116 [2]常州大学石油化工学院,常州213164

出　　处：《化学学报》2023年第7期793-808,共16页Acta Chimica Sinica

基　　金：国家自然科学基金(Nos.22125104,21831007,22101103);江苏省自然科学基金(No.BK20201018);徐州市科技计划(No.KC21021)资助。

摘　　要：邻羟基苯基取代的对亚甲基苯醌(p-QMs)是一类具有独特优势的p-QMs,不仅保持了p-QMs原本的高反应活性,随着羟基的引入,此类合成砌块具有更加丰富的反应位点及手性调控位点,极大地提高了此类合成砌块在合成化学、药物化学中的应用.邻羟基苯基取代的p-QMs参与的催化不对称1,6-共轭加成反应、[4+n]环加成反应近年来发展十分迅速,为手性苯并含氧杂环、芳基甲烷等多种生物活性骨架的构建提供了高效的策略.本文综述了邻羟基苯基取代的p-QMs参与的催化不对称反应,指出了这一领域存在的挑战性问题,将为设计邻羟基苯基取代的p-QMs参与的新型催化不对称反应提供新的思路.o-Hydroxyphenyl substituted p-quinone methides(p-QMs)belong to a class of p-QMs with unique advantages.They not only maintain the high reactivity of p-QMs,but also have more reactive and activation sites owing to the introduction of hydroxyl group.Therefore,o-hydroxyphenyl substituted p-QMs have wide applications in synthetic and medicinal chemistry.The catalytic asymmetric 1,6-conjugate addition and[4+n]cycloaddition of o-hydroxyphenyl substituted p-QMs have developed very rapidly in recent years,which have become efficient strategies for the synthesis of chiral oxygen-containing heterocycles and arylmethanes with potential bioactivity.This review summarizes the catalytic asymmetric reactions involving o-hydroxyphenyl substituted p-QMs and points out the remaining challenges in this research area,which will open a new window for the design of new type of o-hydroxyphenyl substituted p-QMs and their involved catalytic asymmetric reactions.

关 键 词：邻羟基苯基取代的对亚甲基苯醌 不对称催化 1 6-共轭加成 环化反应 

分 类 号：O621.251[理学—有机化学]