Highly Diastereoselective Access to Densely Functionalized Piperidine Cores of Influenza Endonuclease Inhibitors via a Metal-Free SN1 Approach

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC Journal of Organic Chemistry Pub Date : 2025-01-02 DOI:10.1021/acs.joc.4c02379
Yonglian Zhang, Chunrui Sun, Liangqin Guo, Kake Zhao, Frank Bennett, Yu-hong Lam, Qi Gao, Kyle E. Ruhl, Michael T. Pirnot, Marion H. Emmert, Kaspar Hollenstein, Michael J. Eddins, Hua-Poo Su, Guangxin Shao, Chaohui Song, Michael Man-Chu Lo, Feng Peng, Ji Qi, Brendan M. Crowley, John A. McCauley, Ian R. Price
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Abstract

A novel, highly diastereoselective, and metal-free synthesis of multisubstituted piperidines via an SN1 approach is reported in this study. The method allows for the preparation of highly functionalized compounds with exceptional diastereomeric selectivities and consistently reproducible yields. These compounds are of significant interest due to their remarkable biological activities toward influenza endonuclease.

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通过无金属SN1方法获得流感内切酶抑制剂密集功能化的哌啶核的高度非对对选择性
本文报道了一种新颖的、高度非对映选择性的、无金属的多取代哌啶的SN1合成方法。该方法允许制备高度功能化的化合物,具有特殊的非对映体选择性和一致的可重复性产率。这些化合物对流感病毒核酸内切酶具有显著的生物学活性。
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来源期刊
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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