Recent advances for the synthesis of chiral sulfones with the sulfone moiety directly connected to the chiral center,Organic Chemistry Frontiers

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Recent advances for the synthesis of chiral sulfones with the sulfone moiety directly connected to the chiral center
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2021-07-05 , DOI: 10.1039/d1qo00663k
Chuanle Zhu ₁ , Yingying Cai ₁ , Huanfeng Jiang ₁

Affiliation

Chiral sulfones, especially those compounds whose sulfone groups are directly connected to the chiral centers, are privileged building blocks in many natural products and bioactive compounds. Thus, the development of novel and efficient methods for the synthesis of these chiral sulfones becomes more important. This review focuses on the recent development of the strategies for the asymmetric synthesis of these compounds, including (1) nucleophilic substitution, (2) hydrosulfonation, (3) cross-coupling reaction, (4) dynamic kinetic resolution, (5) hydrogenation, (6) β-elimination, (7) [3 + 2] cycloaddition, (8) conjugate addition, (9) oxidation of chiral thioethers, and (10) other reactions. The typical reactions, the substrate scope, the reaction mechanism, and their applications in the synthesis of bioactive compounds will be discussed. Given the rapidly increasing interest in this topic, we believe that this review will present a timely and comprehensive understanding of the recent progress in the synthesis of chiral sulfones with sulfone moieties directly connected to the stereocenters.

中文翻译：

砜部分直接连接到手性中心的手性砜合成的最新进展

手性砜，尤其是那些砜基团直接连接到手性中心的化合物，是许多天然产物和生物活性化合物中的重要组成部分。因此，开发用于合成这些手性砜的新型有效方法变得更加重要。本综述重点关注这些化合物不对称合成策略的最新进展，包括 (1) 亲核取代，(2) 氢磺化，(3) 交叉偶联反应，(4) 动态动力学拆分，(5) 氢化， (6) β-消除，(7) [3 + 2] 环加成，(8) 共轭加成，(9) 手性硫醚的氧化，以及 (10) 其他反应。将讨论典型反应、底物范围、反应机理及其在生物活性化合物合成中的应用。

更新日期：2021-07-28

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