Atroposelective Synthesis of Axially Chiral Indolizinylpyrroles by Catalytic Asymmetric Paal-Knorr Reaction

IF 4.3 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Chemical Communications Pub Date : 2024-11-20 DOI:10.1039/d4cc04678a
Wenyan Zhan, Jiameng Hu, Xiaoyun Chen, Gen Luo, Xiaoxiao Song
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Abstract

We present herein a highly efficient atroposelective synthesis of five/five-membered N-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 novel axially chiral indolizine-pyrrole framework.
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通过催化不对称 Paal-Knorr 反应反选择合成轴向手性吲哚乙炔基吡咯
我们在此介绍通过手性磷酸(CPA)催化 3-氨基吲嗪和 1,4-二酮的 Paal-Knorr 反应,高效异向选择性合成五元/五元 N-indolizinylpyrrole 的方法。该反应的特点是反应条件温和、底物范围广、对映选择性极佳。此外,该方法还为新型轴向手性吲哚嗪-吡咯框架提供了一种简便的方法。
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来源期刊
Chemical Communications
Chemical Communications 化学-化学综合
CiteScore
8.60
自引率
4.10%
发文量
2705
审稿时长
1.4 months
期刊介绍: ChemComm (Chemical Communications) is renowned as the fastest publisher of articles providing information on new avenues of research, drawn from all the world''s major areas of chemical research.
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