Rearrangement reactions, a fundamental tool for constructing complex molecules, offer an atom-economical approach to target molecule synthesis. Chiral acid-mediated rearrangement reactions provide a powerful tool for the synthesis of enantioenriched molecules, crucial for synthesizing natural products, developing new drugs, and constructing functional materials. Herein we have categorized the 15 chiral Brønsted acid mediated rearrangements based on the rearrangement mode, such as C–C bond cleavage/formation, skeletal rearrangements, and migration reactions. This review can delve deeper into specific examples within each rearrangement type, highlighting the reaction mechanisms, catalyst design strategies, and substrate scope. Additionally, this review provides a systematic analysis of chiral Brønsted acid catalysis in rearrangement reactions, highlighting its unique value and contribution to the field of asymmetric synthesis. We believe that this review can offer valuable insights into the application of chiral Brønsted acid catalysis in rearrangement reactions, a topic of significant interest to both medical and synthetic organic chemists.

中文翻译：

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手性布朗斯台德酸介导的不对称重排反应的最新进展


重排反应是构建复杂分子的基本工具，为目标分子合成提供了一种原子经济的方法。手性酸介导的重排反应为合成对映体富集分子提供了强大的工具，这对于合成天然产物、开发新药和构建功能材料至关重要。在此，我们根据重排模式对 15 种手性布朗斯台德酸介导的重排进行了分类，例如 C-C 键裂解/形成、骨架重排和迁移反应。这篇综述可以更深入地研究每种重排类型中的具体例子，重点介绍反应机制、催化剂设计策略和底物范围。此外，这篇综述对重排反应中的手性布朗斯台德酸催化进行了系统分析，强调了其独特的价值和对不对称合成领域的贡献。我们相信这篇综述可以为手性布朗斯台德酸催化在重排反应中的应用提供有价值的见解，这是医学和合成有机化学家都非常感兴趣的主题。