{"title":"Pd-Catalyzed/Ligand-Controlled Regioselective Asymmetric Hydrosulfonylation of Alkylallenes or Arylallenes","authors":"Jing Wu, Boyi Wang, Jinghan Zou, Xinman Guo, Weixing Chang, Lingyan Liu, Xiaohui Cao, Jing Li","doi":"10.1021/acs.orglett.4c04259","DOIUrl":null,"url":null,"abstract":"The metal-catalyzed hydrofunctionalization reaction of allenes is an efficient approach for the construction of new allyl compounds. This work described a palladium-catalyzed/ligand-controlled asymmetric hydrosulfonylation of simple alkylallenes and arylallenes in the presence of Pd<sub>2</sub>dba<sub>3</sub>. Using a Josiphos or Segphos ligand, the alkylallenes or arylallenes could render the corresponding branched chiral allylsulfones with high yields and high enantioselectivities up to 90% and 99% ee, respectively.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"32 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-02-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.4c04259","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
The metal-catalyzed hydrofunctionalization reaction of allenes is an efficient approach for the construction of new allyl compounds. This work described a palladium-catalyzed/ligand-controlled asymmetric hydrosulfonylation of simple alkylallenes and arylallenes in the presence of Pd2dba3. Using a Josiphos or Segphos ligand, the alkylallenes or arylallenes could render the corresponding branched chiral allylsulfones with high yields and high enantioselectivities up to 90% and 99% ee, respectively.
期刊介绍：
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.
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