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

Organocatalytic Hantzsch Type Reaction Using Aryl Hydrazines, Propiolic Acid Esters and Enals: Enantioselective Synthesis of Paroxetine
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使用芳基肼、丙炔酸酯和烯醛的有机催化 Hantzsch 型反应:帕罗西汀的对映选择性合成

DOI:
10.1002/adsc.202000779
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发表时间:
2020-10
期刊:
Adv. Synth. Catal.
影响因子:
--
通讯作者:
Liansuo Zu
Liansuo Zu
中科院分区:
其他
文献类型:
--
作者:
Lu Chen;Zhi Zhang;Liansuo Zu

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芳基肼、丙醇酸酯和烯醛是一种可行的底物组合,用于有机催化的Hantzsch类型的对映选择性反应。该方法将易得的原料转化为重要的手性杂环化合物,具有良好的产率和对映体选择性,解决了传统的Hantzsch反应在不对称合成2,6-未取代氢吡啶中存在的局限性。帕罗西汀的简明对映体选择性合成证明了它的合成用途。
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.
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