Huizhi Liu , Jiayi Zong , Boxuan Zhang , JiaHao Wang , Guohui Zheng , Miaolin Ke , Fener Chen
{"title":"钯催化[3 + 2]环加成羰基环亚甲基碳酸酯与吡咯烷酮的高区域选择性和非对映选择性结构","authors":"Huizhi Liu , Jiayi Zong , Boxuan Zhang , JiaHao Wang , Guohui Zheng , Miaolin Ke , Fener Chen","doi":"10.1039/d5ob01194a","DOIUrl":null,"url":null,"abstract":"<div><div>A palladium-catalyzed [3 + 2] cycloaddition reaction of vinyl methylene cyclic carbonates with pyrrolidinones was developed. This protocol demonstrates remarkable versatility, enabling the facile construction of diverse [5,5]-spirolactam scaffolds in excellent yields with outstanding diastereoselectivity. The synthetic utility of this protocol was further demonstrated through productive transformations of the resulting spirolactam products, highlighting their potential as valuable intermediates for complex molecule synthesis.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"23 35","pages":"Pages 7951-7955"},"PeriodicalIF":2.7000,"publicationDate":"2025-07-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Highly regio- and diastereoselective construction of spirocyclic compounds via palladium-catalyzed [3 + 2] cycloaddition of vinyl methylene cyclic carbonates with pyrrolidinones\",\"authors\":\"Huizhi Liu , Jiayi Zong , Boxuan Zhang , JiaHao Wang , Guohui Zheng , Miaolin Ke , Fener Chen\",\"doi\":\"10.1039/d5ob01194a\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A palladium-catalyzed [3 + 2] cycloaddition reaction of vinyl methylene cyclic carbonates with pyrrolidinones was developed. This protocol demonstrates remarkable versatility, enabling the facile construction of diverse [5,5]-spirolactam scaffolds in excellent yields with outstanding diastereoselectivity. The synthetic utility of this protocol was further demonstrated through productive transformations of the resulting spirolactam products, highlighting their potential as valuable intermediates for complex molecule synthesis.</div></div>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":\"23 35\",\"pages\":\"Pages 7951-7955\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2025-07-22\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic & Biomolecular Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S1477052025006548\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1477052025006548","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Highly regio- and diastereoselective construction of spirocyclic compounds via palladium-catalyzed [3 + 2] cycloaddition of vinyl methylene cyclic carbonates with pyrrolidinones
A palladium-catalyzed [3 + 2] cycloaddition reaction of vinyl methylene cyclic carbonates with pyrrolidinones was developed. This protocol demonstrates remarkable versatility, enabling the facile construction of diverse [5,5]-spirolactam scaffolds in excellent yields with outstanding diastereoselectivity. The synthetic utility of this protocol was further demonstrated through productive transformations of the resulting spirolactam products, highlighting their potential as valuable intermediates for complex molecule synthesis.
期刊介绍:
Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.