Ranganayakulu Sunnapu, Mintu Rehman, Sreya Nanoth, G. Rajendar
{"title":"Studies Towards The Synthesis of Tartrolons D and E","authors":"Ranganayakulu Sunnapu, Mintu Rehman, Sreya Nanoth, G. Rajendar","doi":"10.1055/a-2048-2662","DOIUrl":null,"url":null,"abstract":"Abstract A concise and stereoselective synthesis of a key fragment C3-C22 unit of tartrolons D and E is demonstrated. Three crucial fragments are combined to form the twenty-carbon chain, which contains four stereogenic centers in the monomeric unit of both natural products. These crucial fragments 9, 10, and 11 were synthesized in highly enantioselective routes from commercial starting compounds in two, eight, and two steps, respectively, and coupled using palladium catalyzed Sonogashira coupling and directed 1,5-asymmetric aldol reaction as key steps.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"42 1","pages":"2134 - 2142"},"PeriodicalIF":2.2000,"publicationDate":"2023-01-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthesis-Stuttgart","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1055/a-2048-2662","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Abstract A concise and stereoselective synthesis of a key fragment C3-C22 unit of tartrolons D and E is demonstrated. Three crucial fragments are combined to form the twenty-carbon chain, which contains four stereogenic centers in the monomeric unit of both natural products. These crucial fragments 9, 10, and 11 were synthesized in highly enantioselective routes from commercial starting compounds in two, eight, and two steps, respectively, and coupled using palladium catalyzed Sonogashira coupling and directed 1,5-asymmetric aldol reaction as key steps.
期刊介绍:
SYNTHESIS is an international full-paper journal devoted to the advancement of the science of chemical synthesis. It covers all fields of organic chemistry involving synthesis, including catalysis, organometallic, medicinal, biological, and photochemistry, but also related disciplines. SYNTHESIS provides dependable research results with detailed and reliable experimental procedures and full characterization of all important new products as well as scientific primary data.