Organocatalytic Hantzsch Type Reaction Using Aryl Hydrazines, Propiolic Acid Esters and Enals: Enantioselective Synthesis of Paroxetine,Advanced Synthesis & Catalysis

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Organocatalytic Hantzsch Type Reaction Using Aryl Hydrazines, Propiolic Acid Esters and Enals: Enantioselective Synthesis of Paroxetine
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2020-10-22 , DOI: 10.1002/adsc.202000779
Lu Chen ₁ , Zhi Zhang ₁ , Liansuo Zu ₁

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Aryl hydrazines, propiolic acid esters and enals serve as a viable substrate combination for an organocatalytic enantioselective Hantzsch type reaction. The method converts readily available starting materials into important chiral heterocycles with good to excellent yields and enantioselectivities, and has addressed the longstanding scope limitation of the classic Hantzsch reaction in the asymmetric synthesis of 2,6‐unsubstituted hydropyridines. The synthetic utility has been demonstrated by the concise enantioselective synthesis of paroxetine.

中文翻译：

使用芳基肼，丙酸酯和Enals的有机催化Hantzsch型反应：帕罗西汀的对映选择性合成

芳基肼，丙酸酯和Enals可作为有机催化对映选择性Hantzsch型反应的可行底物组合。该方法将容易获得的起始原料转化为重要的手性杂环，具有良好至优异的收率和对映选择性，并且解决了经典Hantzsch反应在2,6-未取代氢吡啶的不对称合成中的长期范围限制。帕罗西汀的简洁对映选择性合成已证明了该合成实用性。

更新日期：2020-12-08

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