G. Mlostoń, H. Heimgartner, M. Nielsen, N. Krause, I. Marek, E. Schaumann*, T. Wirth
{"title":"Sulfur Ylides (Update 2014)","authors":"G. Mlostoń, H. Heimgartner, M. Nielsen, N. Krause, I. Marek, E. Schaumann*, T. Wirth","doi":"10.5167/uzh-96487","DOIUrl":"https://doi.org/10.5167/uzh-96487","url":null,"abstract":"The mansucript is an update to the earlier Science of Synthesis contribution describing methods for the in situ generation of thiocarbonyl ylides and Corey-Chaykovski reagents (sulfonium and sulfoxonium methanides). Whereas thiocarbonyl ylides react as electron rich 1,3-dipoles, Corey-Chaykovski reagents act as methylidene transferring agents. The most relevant application of thiocarbonyl ylides relates to the synthesis of tetrahydrothiophene (thiolane) and 1,3-dithiolane derivatives via [3+2] cycloadditions with electron deficient C,C and C=S dipolarophiles, respectively. In the recent decade, Corey-Chaykovsky reagents were widely applied for cyclopropanation, epoxidation, aziridination as well as for diverse heterocyclization reactions. In all cases, asymmetric versions of the applied protocols is of great interest.","PeriodicalId":144981,"journal":{"name":"Knowledge Updates 2014/4","volume":"35 12","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"1900-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"114043799","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}