{"title":"铜催化clok - wilson重排合成含四取代碳原子的二氢呋喃","authors":"Qinqin Cui, Shouang Lan, Xiang Lei, Chao Xu, Chunyun Jiang, Lili Zhao, Liyuan Zhou, Jinggong Liu, Cheng-Zhi Gu, Shuang Yang, Xinqiang Fang","doi":"10.1039/d5qo00401b","DOIUrl":null,"url":null,"abstract":"The Cloke-Wilson rearrangement is a well-established method for synthesizing dihydrofurans, but it primarily results in dihydrofurans lacking tetrasubstituted stereocenters. In this study, we introduce a copper-catalyzed variant of the Cloke-Wilson rearrangement that utilizes 1,1,2,2-tetrasubstituted cyclopropanes. This approach allows for the synthesis of a diverse range of dihydrofurans featuring tetrasubstituted stereocenters, with yields ranging from good to excellent.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"44 1","pages":""},"PeriodicalIF":4.6000,"publicationDate":"2025-05-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Copper-Catalyzed Cloke-Wilson Rearrangement for the Synthesis of Dihydrofurans Containing Tetrasubstituted Carbon Atoms\",\"authors\":\"Qinqin Cui, Shouang Lan, Xiang Lei, Chao Xu, Chunyun Jiang, Lili Zhao, Liyuan Zhou, Jinggong Liu, Cheng-Zhi Gu, Shuang Yang, Xinqiang Fang\",\"doi\":\"10.1039/d5qo00401b\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"The Cloke-Wilson rearrangement is a well-established method for synthesizing dihydrofurans, but it primarily results in dihydrofurans lacking tetrasubstituted stereocenters. In this study, we introduce a copper-catalyzed variant of the Cloke-Wilson rearrangement that utilizes 1,1,2,2-tetrasubstituted cyclopropanes. This approach allows for the synthesis of a diverse range of dihydrofurans featuring tetrasubstituted stereocenters, with yields ranging from good to excellent.\",\"PeriodicalId\":97,\"journal\":{\"name\":\"Organic Chemistry Frontiers\",\"volume\":\"44 1\",\"pages\":\"\"},\"PeriodicalIF\":4.6000,\"publicationDate\":\"2025-05-08\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Chemistry Frontiers\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1039/d5qo00401b\",\"RegionNum\":1,\"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 Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d5qo00401b","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Copper-Catalyzed Cloke-Wilson Rearrangement for the Synthesis of Dihydrofurans Containing Tetrasubstituted Carbon Atoms
The Cloke-Wilson rearrangement is a well-established method for synthesizing dihydrofurans, but it primarily results in dihydrofurans lacking tetrasubstituted stereocenters. In this study, we introduce a copper-catalyzed variant of the Cloke-Wilson rearrangement that utilizes 1,1,2,2-tetrasubstituted cyclopropanes. This approach allows for the synthesis of a diverse range of dihydrofurans featuring tetrasubstituted stereocenters, with yields ranging from good to excellent.
期刊介绍:
Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.