Vincent Gandon, Aurélien Alix, Nicolas S. George, Régis Guillot, Emilie Kolodziej, Christophe Bour, Xiangmeng Chen
{"title":"Calcium(II)-Catalyzed Synthesis of Sulfoximinocyclopentenones","authors":"Vincent Gandon, Aurélien Alix, Nicolas S. George, Régis Guillot, Emilie Kolodziej, Christophe Bour, Xiangmeng Chen","doi":"10.1002/adsc.202401085","DOIUrl":null,"url":null,"abstract":"A series of 4-sulfoximinocyclopent-2-en-1-ones were prepared in 35 to 99% yield through a calcium(II)-catalyzed aza-Piancatelli reaction, including in enantioenriched form. Depending on their substitution pattern, diverse diastereoselective chemical transformations can be applied to these scaffolds, allowing access to cyclopentane derivatives. This study opens synthetic routes to cyclopentane-based scaffolds and also paves the way for the exploration of the associated chemical space in drug discovery.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"23 1","pages":""},"PeriodicalIF":4.4000,"publicationDate":"2024-10-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Advanced Synthesis & Catalysis","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/adsc.202401085","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
引用次数: 0
Abstract
A series of 4-sulfoximinocyclopent-2-en-1-ones were prepared in 35 to 99% yield through a calcium(II)-catalyzed aza-Piancatelli reaction, including in enantioenriched form. Depending on their substitution pattern, diverse diastereoselective chemical transformations can be applied to these scaffolds, allowing access to cyclopentane derivatives. This study opens synthetic routes to cyclopentane-based scaffolds and also paves the way for the exploration of the associated chemical space in drug discovery.
期刊介绍：
Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry.
The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.
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