Lei Liu, Xianjing Zhou, Wenfeng Huang, Sunliang Cui
{"title":"(-)-帕罗西汀的不对称形式合成。","authors":"Lei Liu, Xianjing Zhou, Wenfeng Huang, Sunliang Cui","doi":"10.1021/acs.orglett.5c01622","DOIUrl":null,"url":null,"abstract":"<p><p>A concise, asymmetric formal synthesis of (-)-paroxetine is reported. The synthetic strategy features an asymmetric hydrogenation for constructing the chiral center and a phosphate-group-involved intramolecular S<sub>N</sub>2 reaction for the construction of the <i>trans</i>-3,4-disubstituted piperidine scaffold. This synthetic route is concise and practical for (-)-paroxetine synthesis.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":" ","pages":"5532-5535"},"PeriodicalIF":5.0000,"publicationDate":"2025-05-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Asymmetric Formal Synthesis of (-)-Paroxetine.\",\"authors\":\"Lei Liu, Xianjing Zhou, Wenfeng Huang, Sunliang Cui\",\"doi\":\"10.1021/acs.orglett.5c01622\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>A concise, asymmetric formal synthesis of (-)-paroxetine is reported. The synthetic strategy features an asymmetric hydrogenation for constructing the chiral center and a phosphate-group-involved intramolecular S<sub>N</sub>2 reaction for the construction of the <i>trans</i>-3,4-disubstituted piperidine scaffold. This synthetic route is concise and practical for (-)-paroxetine synthesis.</p>\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\" \",\"pages\":\"5532-5535\"},\"PeriodicalIF\":5.0000,\"publicationDate\":\"2025-05-30\",\"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.5c01622\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/5/19 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.5c01622","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/5/19 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
A concise, asymmetric formal synthesis of (-)-paroxetine is reported. The synthetic strategy features an asymmetric hydrogenation for constructing the chiral center and a phosphate-group-involved intramolecular SN2 reaction for the construction of the trans-3,4-disubstituted piperidine scaffold. This synthetic route is concise and practical for (-)-paroxetine synthesis.
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.