{"title":"Copper-Catalyzed Stereo-Controllable Silylation of Allylic gem-Dichlorides","authors":"Zi-Lu Wang, Pan-Pan Tian, Yun-He Xu","doi":"10.1039/d5qo00690b","DOIUrl":null,"url":null,"abstract":"Herein, we present a ligand-regulated, stereo-controllable silylation reaction of allylic gem-dichlorides. In the absence of ligand, the reaction yields (Z)-vinyl chlorides with high stereoselectivity. Conversely, using a chiral Pybox ligand leads to the formation of (E)-vinyl chlorides with high enantioselectivity. This method demonstrates broad substrate compatibility, effectively producing the desired (Z)- and (E)-vinyl chloride products from a variety of aliphatic and aromatic allylic gem-dichlorides.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"39 1","pages":""},"PeriodicalIF":4.6000,"publicationDate":"2025-07-02","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/d5qo00690b","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Herein, we present a ligand-regulated, stereo-controllable silylation reaction of allylic gem-dichlorides. In the absence of ligand, the reaction yields (Z)-vinyl chlorides with high stereoselectivity. Conversely, using a chiral Pybox ligand leads to the formation of (E)-vinyl chlorides with high enantioselectivity. This method demonstrates broad substrate compatibility, effectively producing the desired (Z)- and (E)-vinyl chloride products from a variety of aliphatic and aromatic allylic gem-dichlorides.
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.