Rhodium‐Catalyzed Asymmetric Conjugate Addition of Organoboronic Acids to Carbonyl‐Activated Alkenyl Azaarenes,Advanced Synthesis & Catalysis

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Rhodium‐Catalyzed Asymmetric Conjugate Addition of Organoboronic Acids to Carbonyl‐Activated Alkenyl Azaarenes
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2020-03-24 , DOI: 10.1002/adsc.202000211
Huilong Zhu ₁ , Long Yin ₁ , Zhiqian Chang ₁ , Yuhan Wang ₁ , Xiaowei Dou ₁

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The enantioselective synthesis of chiral azaarenes by rhodium‐catalyzed asymmetric conjugate addition of organoboronic acids to carbonyl‐activated alkenyl azaarenes was reported. Diverse chiral azaarenes were produced in up to 99% yield and with up to 99% ee (>60 examples). Catalytic asymmetric syntheses of dexchlorpheniramine and dexbrompheniramine were realized by using the developed method.

中文翻译：

铑催化的有机硼酸与羰基活化的烯基氮杂芳烃的不对称共轭加成反应

据报道，通过铑催化的不对称共轭有机硼酸加成到羰基活化的烯基氮杂芳烃上，可进行手性氮杂芳烃的对映选择性合成。以高达99％的产率和高达99％的ee生产了多种手性氮杂氮烯（> 60个实例）。利用所开发的方法，实现了右氯苯那敏和右溴苯那敏的催化不对称合成。

更新日期：2020-03-24

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