{"title":"Prins环化和闭环复分解立体选择性合成环己内酯和四酮","authors":"D. Biradar, Y. Mane, B. S. Subba Reddy","doi":"10.1055/s-0042-1751381","DOIUrl":null,"url":null,"abstract":"A concise and diastereoselective total synthesis of tetraketide and euscapholide is described in ten steps in 10.6% overall yield from acetaldehyde and (S)-pent-4-ene-1,2-diol. Jacobsen hydrolytic kinetic resolution, Prins cyclization, ring-closing metathesis and oxa-Michael addition reactions are the key steps involved in the synthesis.","PeriodicalId":22135,"journal":{"name":"SynOpen","volume":"06 1","pages":"312 - 318"},"PeriodicalIF":2.1000,"publicationDate":"2022-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Stereoselective Synthesis of Euscapholide and Tetraketide via Prins Cyclisation and Ring-Closing Metathesis\",\"authors\":\"D. Biradar, Y. Mane, B. S. Subba Reddy\",\"doi\":\"10.1055/s-0042-1751381\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"A concise and diastereoselective total synthesis of tetraketide and euscapholide is described in ten steps in 10.6% overall yield from acetaldehyde and (S)-pent-4-ene-1,2-diol. Jacobsen hydrolytic kinetic resolution, Prins cyclization, ring-closing metathesis and oxa-Michael addition reactions are the key steps involved in the synthesis.\",\"PeriodicalId\":22135,\"journal\":{\"name\":\"SynOpen\",\"volume\":\"06 1\",\"pages\":\"312 - 318\"},\"PeriodicalIF\":2.1000,\"publicationDate\":\"2022-09-12\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"SynOpen\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1055/s-0042-1751381\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"SynOpen","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1055/s-0042-1751381","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Stereoselective Synthesis of Euscapholide and Tetraketide via Prins Cyclisation and Ring-Closing Metathesis
A concise and diastereoselective total synthesis of tetraketide and euscapholide is described in ten steps in 10.6% overall yield from acetaldehyde and (S)-pent-4-ene-1,2-diol. Jacobsen hydrolytic kinetic resolution, Prins cyclization, ring-closing metathesis and oxa-Michael addition reactions are the key steps involved in the synthesis.
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