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通过催化不对称Paal-Knorr反应实现轴手性中氮茚基吡咯的对映选择性合成。

Atroposelective synthesis of axially chiral indolizinylpyrroles by catalytic asymmetric Paal-Knorr reaction.

作者信息

Zhan Wenyan, Hu Jiameng, Chen Xiaoyun, Luo Gen, Song Xiaoxiao

机构信息

College of Chemistry and Materials Science, Key Laboratory of Functionalized Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, Anhui Normal University, Wuhu, Anhui 241002, P. R. China.

Institutes of Physical Science and Information Technology, Anhui University, Hefei, 230601, China.

出版信息

Chem Commun (Camb). 2024 Dec 12;60(100):14984-14987. doi: 10.1039/d4cc04678a.

Abstract

We present herein a highly efficient atroposelective synthesis of five/five-membered -indolizinylpyrrole through the chiral phosphoric acid (CPA) catalyzed Paal-Knorr reaction of 3-aminoindolizines and 1,4-diketones. The reaction features mild reaction conditions, broad substrate scope and excellent enantioselectivity. Moreover, this method provides a facile approach to a novel axially chiral indolizine-pyrrole framework.

摘要

我们在此展示了一种通过手性磷酸(CPA)催化3-氨基中氮茚与1,4-二酮的Paal-Knorr反应,高效地对映选择性合成五元/五元环中氮茚基吡咯的方法。该反应具有反应条件温和、底物范围广和对映选择性优异的特点。此外,该方法为一种新型的轴手性中氮茚-吡咯骨架提供了一种简便的合成途径。

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