G. Mlostoń, H. Heimgartner, M. Nielsen, N. Krause, I. Marek, E. Schaumann*, T. Wirth
{"title":"硫化物(2014年更新)","authors":"G. Mlostoń, H. Heimgartner, M. Nielsen, N. Krause, I. Marek, E. Schaumann*, T. Wirth","doi":"10.5167/uzh-96487","DOIUrl":null,"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":0.0000,"publicationDate":"1900-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"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\":null,\"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\":0.0000,\"publicationDate\":\"1900-01-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Knowledge Updates 2014/4\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.5167/uzh-96487\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Knowledge Updates 2014/4","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.5167/uzh-96487","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
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.