{"title":"Chiral medium-sized rings beyond central chirality","authors":"Shiqi Jia, Yudong Hao, Yuedi Li, Yu Lan","doi":"10.1038/s41570-025-00735-1","DOIUrl":null,"url":null,"abstract":"<p>Chiral medium-sized rings (MSRs), cyclic molecular structures comprising 7–11-membered rings, are prevalent in bioactive molecules owing to their unique three-dimensional structures and pharmacological properties. Compared with the extensively studied central chirality, MSRs with unconventional chirality — that is, axial chirality, inherent chirality and planar chirality — remain underexplored. The past decade has witnessed rapid advances in this field, with breakthroughs in their synthesis and applications. This Review is structured around the three underexplored types of chirality exhibited in MSRs detailing their key synthetic strategies, with a critical evaluation of their advantages and limitations. Additionally, the factors that influence the conformational stability of chiral MSRs are discussed using structure and energy analysis.</p><figure></figure>","PeriodicalId":18849,"journal":{"name":"Nature reviews. Chemistry","volume":"29 1","pages":""},"PeriodicalIF":38.1000,"publicationDate":"2025-07-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Nature reviews. Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1038/s41570-025-00735-1","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
Chiral medium-sized rings (MSRs), cyclic molecular structures comprising 7–11-membered rings, are prevalent in bioactive molecules owing to their unique three-dimensional structures and pharmacological properties. Compared with the extensively studied central chirality, MSRs with unconventional chirality — that is, axial chirality, inherent chirality and planar chirality — remain underexplored. The past decade has witnessed rapid advances in this field, with breakthroughs in their synthesis and applications. This Review is structured around the three underexplored types of chirality exhibited in MSRs detailing their key synthetic strategies, with a critical evaluation of their advantages and limitations. Additionally, the factors that influence the conformational stability of chiral MSRs are discussed using structure and energy analysis.
期刊介绍:
Nature Reviews Chemistry is an online-only journal that publishes Reviews, Perspectives, and Comments on various disciplines within chemistry. The Reviews aim to offer balanced and objective analyses of selected topics, providing clear descriptions of relevant scientific literature. The content is designed to be accessible to recent graduates in any chemistry-related discipline while also offering insights for principal investigators and industry-based research scientists. Additionally, Reviews should provide the authors' perspectives on future directions and opinions regarding the major challenges faced by researchers in the field.