Maruan D. Salim , Isabella Ferrara , Olivier Blacque , Karl Gademann
{"title":"氢解裂解螺环丙烷合成2-乙酰氨基诺维胺衍生物。","authors":"Maruan D. Salim , Isabella Ferrara , Olivier Blacque , Karl Gademann","doi":"10.1039/d5ob00469a","DOIUrl":null,"url":null,"abstract":"<div><div>The preparation of a 2-acetamido derivative of the rare 5,5-<em>gem</em>-dimethyl-deoxy carbohydrate noviose is reported in this study. The synthesis starts from readily available <em>N</em>-acetyl-<span>d</span>-mannosamine and tackles the introduction of the <em>gem</em>-dimethyl structural feature <em>via</em> a cyclopropanation and hydrogenolytic cleavage strategy, which can enable the synthesis of 2-amino noviose derivatives of both <span>l</span>- and <span>d</span>-noviose.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"23 20","pages":"Pages 4873-4878"},"PeriodicalIF":2.7000,"publicationDate":"2025-04-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis of 2-acetylnoviosamine derivatives by hydrogenolytic cleavage of a spirocyclopropane†\",\"authors\":\"Maruan D. Salim , Isabella Ferrara , Olivier Blacque , Karl Gademann\",\"doi\":\"10.1039/d5ob00469a\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>The preparation of a 2-acetamido derivative of the rare 5,5-<em>gem</em>-dimethyl-deoxy carbohydrate noviose is reported in this study. The synthesis starts from readily available <em>N</em>-acetyl-<span>d</span>-mannosamine and tackles the introduction of the <em>gem</em>-dimethyl structural feature <em>via</em> a cyclopropanation and hydrogenolytic cleavage strategy, which can enable the synthesis of 2-amino noviose derivatives of both <span>l</span>- and <span>d</span>-noviose.</div></div>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":\"23 20\",\"pages\":\"Pages 4873-4878\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2025-04-16\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic & Biomolecular Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S1477052025003271\",\"RegionNum\":3,\"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 & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1477052025003271","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Synthesis of 2-acetylnoviosamine derivatives by hydrogenolytic cleavage of a spirocyclopropane†
The preparation of a 2-acetamido derivative of the rare 5,5-gem-dimethyl-deoxy carbohydrate noviose is reported in this study. The synthesis starts from readily available N-acetyl-d-mannosamine and tackles the introduction of the gem-dimethyl structural feature via a cyclopropanation and hydrogenolytic cleavage strategy, which can enable the synthesis of 2-amino noviose derivatives of both l- and d-noviose.
期刊介绍:
Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.