（+）-恩替卡韦的高效全合成

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2025-04-02 DOI:10.1039/d5qo00329f

Chenlong Zhu, Nanlian Li, Yaopeng Ma, Bingfeng Sun

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引用次数: 0

摘要

以市售的4-羟基环戊烯-2-烯酮（rac-5）为原料，通过9步完成了恩替卡韦的高效不对称全合成，这是迄今为止该分子最短的不对称全合成。关键反应包括脂肪酶介导的高效动力学分解反应和极具挑战性的立体控制铜催化的Michael加减反应。这项工作为开发生产恩替卡韦的新步骤-经济和具有成本效益的工艺奠定了坚实的基础。

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An Efficient Total Synthesis of (+)-Entecavir

An efficient asymmetric total synthesis of entecavir was accomplished in 9 steps from the commercially available 4-hydroxycyclopent-2-enone (rac-5), representing to date the shortest asymmetric total synthesis of this molecule. Key reactions include a lipase-mediated highly efficient kinetic resolution reaction and a highly challenging stereocontrolled copper-catalyzed Michael addition-elimination reaction. This work constitutes a robust basis for the development of a new step-economic and cost-effective process for the production of entecavir.

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来源期刊

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.