Chunyan Ou , Jian Wang , Pingping Yin , Bin Chen , Ping Hu , Bi-Qin Wang , Peng Cao , Minghui Xu
{"title":"通过偶氮甲基酰化物的 [2+2]/[2+3] 环加成法合成多取代的融合吡咯烷","authors":"Chunyan Ou , Jian Wang , Pingping Yin , Bin Chen , Ping Hu , Bi-Qin Wang , Peng Cao , Minghui Xu","doi":"10.1039/d4qo00483c","DOIUrl":null,"url":null,"abstract":"<div><div>A general approach to dense substitution patterns <em>via</em> [2 + 2]/[2 + 3] cycloaddition between nonstabilized azomethine ylides, alkynes and silyl enol ethers is elaborated. This approach not only allowed the preparation of novel molecules, but also significantly simplified the synthesis of the existing ones. 3-Azabicyclo[3.2.0]heptanes which contain polysubstituted cyclobutanes could be obtained in medium to good yields with excellent diastereoselectivities.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"11 15","pages":"Pages 4149-4155"},"PeriodicalIF":0.0000,"publicationDate":"2024-07-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis of polysubstituted fused pyrrolidines via [2 + 2]/[2 + 3] cycloaddition of azomethine ylides†\",\"authors\":\"Chunyan Ou , Jian Wang , Pingping Yin , Bin Chen , Ping Hu , Bi-Qin Wang , Peng Cao , Minghui Xu\",\"doi\":\"10.1039/d4qo00483c\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A general approach to dense substitution patterns <em>via</em> [2 + 2]/[2 + 3] cycloaddition between nonstabilized azomethine ylides, alkynes and silyl enol ethers is elaborated. This approach not only allowed the preparation of novel molecules, but also significantly simplified the synthesis of the existing ones. 3-Azabicyclo[3.2.0]heptanes which contain polysubstituted cyclobutanes could be obtained in medium to good yields with excellent diastereoselectivities.</div></div>\",\"PeriodicalId\":94379,\"journal\":{\"name\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"volume\":\"11 15\",\"pages\":\"Pages 4149-4155\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2024-07-23\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S2052412924004182\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2024/6/5 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052412924004182","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/6/5 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
Synthesis of polysubstituted fused pyrrolidines via [2 + 2]/[2 + 3] cycloaddition of azomethine ylides†
A general approach to dense substitution patterns via [2 + 2]/[2 + 3] cycloaddition between nonstabilized azomethine ylides, alkynes and silyl enol ethers is elaborated. This approach not only allowed the preparation of novel molecules, but also significantly simplified the synthesis of the existing ones. 3-Azabicyclo[3.2.0]heptanes which contain polysubstituted cyclobutanes could be obtained in medium to good yields with excellent diastereoselectivities.