{"title":"顺式木苷和木苷的正式全合成","authors":"Soumyadip Dey, and , Kavirayani R. Prasad*, ","doi":"10.1021/acs.orglett.5c0150110.1021/acs.orglett.5c01501","DOIUrl":null,"url":null,"abstract":"<p >Formal total synthesis of Annonaceae acetogenin natural products <i>cis</i>-sylvaticin and sylvaticin was accomplished from a <i>C</i><sub>2</sub>-symmetric furyl carbinol. The key reaction in the synthesis is the use of furan as a but-2-ene-1,4-dione synthon, a Donohoe variant of osmium-catalyzed synthesis of 2,5-<i>cis</i>-substituted tetrahydrofuran, and a Mukaiyama oxidative cyclization for the formation of <i>trans</i>-2,5-disubstitued tetrahydrofuran.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"27 21","pages":"5476–5479 5476–5479"},"PeriodicalIF":5.0000,"publicationDate":"2025-05-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Formal Total Synthesis of cis-Sylvaticin and Sylvaticin\",\"authors\":\"Soumyadip Dey, and , Kavirayani R. Prasad*, \",\"doi\":\"10.1021/acs.orglett.5c0150110.1021/acs.orglett.5c01501\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >Formal total synthesis of Annonaceae acetogenin natural products <i>cis</i>-sylvaticin and sylvaticin was accomplished from a <i>C</i><sub>2</sub>-symmetric furyl carbinol. The key reaction in the synthesis is the use of furan as a but-2-ene-1,4-dione synthon, a Donohoe variant of osmium-catalyzed synthesis of 2,5-<i>cis</i>-substituted tetrahydrofuran, and a Mukaiyama oxidative cyclization for the formation of <i>trans</i>-2,5-disubstitued tetrahydrofuran.</p>\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"27 21\",\"pages\":\"5476–5479 5476–5479\"},\"PeriodicalIF\":5.0000,\"publicationDate\":\"2025-05-19\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.orglett.5c01501\",\"RegionNum\":1,\"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 Letters","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.orglett.5c01501","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Formal Total Synthesis of cis-Sylvaticin and Sylvaticin
Formal total synthesis of Annonaceae acetogenin natural products cis-sylvaticin and sylvaticin was accomplished from a C2-symmetric furyl carbinol. The key reaction in the synthesis is the use of furan as a but-2-ene-1,4-dione synthon, a Donohoe variant of osmium-catalyzed synthesis of 2,5-cis-substituted tetrahydrofuran, and a Mukaiyama oxidative cyclization for the formation of trans-2,5-disubstitued tetrahydrofuran.
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.