{"title":"Total Synthesis of Panaxydiol and (-)-Virol C.","authors":"Brian K Osei-Badu,Justin T Mohr","doi":"10.1021/acs.joc.5c02020","DOIUrl":null,"url":null,"abstract":"A direct approach to the total synthesis of panaxydiol (1) and (-)-virol C (2) is reported. This strategy highlights the utility of γ-polyhaloalkylation reactions of siloxydienes in target-directed synthesis, enabling the construction of functionalized conjugated π-systems poised for further manipulation. Titanium-mediated enantioselective transformations enable asymmetric synthesis and identify an unexpected discrepancy in facial selectivity that is resolved by total synthesis.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"32 1","pages":""},"PeriodicalIF":3.6000,"publicationDate":"2025-10-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1021/acs.joc.5c02020","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
A direct approach to the total synthesis of panaxydiol (1) and (-)-virol C (2) is reported. This strategy highlights the utility of γ-polyhaloalkylation reactions of siloxydienes in target-directed synthesis, enabling the construction of functionalized conjugated π-systems poised for further manipulation. Titanium-mediated enantioselective transformations enable asymmetric synthesis and identify an unexpected discrepancy in facial selectivity that is resolved by total synthesis.
期刊介绍:
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.