{"title":"钠介导的二芳基乙炔与溴化镁的还原反二甲基化反应","authors":"Haruka Yamaguchi, Fumiya Takahashi, Takashi Kurogi, Hideki Yorimitsu","doi":"10.1055/a-2326-6416","DOIUrl":null,"url":null,"abstract":"Diarylacetylenes undergo anti-dimagnesiation using magnesium bromide and Na dispersion to afford (E)-1,2-dimagnesioalkenes. This dimagnesiation utilizes simple MgBr2 as a reduction-resistant electrophile, contrasting with the previously reported dimagnesiation using tricky organomagnesium halides. The resulting vicinal double Grignard reagents react with various electrophiles to yield multi-substituted alkenes stereoselectively.","PeriodicalId":510101,"journal":{"name":"Synthesis","volume":"79 23","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2024-05-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Sodium-mediated Reductive anti-Dimagnesiation of Diarylacetylenes with Magnesium Bromide\",\"authors\":\"Haruka Yamaguchi, Fumiya Takahashi, Takashi Kurogi, Hideki Yorimitsu\",\"doi\":\"10.1055/a-2326-6416\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Diarylacetylenes undergo anti-dimagnesiation using magnesium bromide and Na dispersion to afford (E)-1,2-dimagnesioalkenes. This dimagnesiation utilizes simple MgBr2 as a reduction-resistant electrophile, contrasting with the previously reported dimagnesiation using tricky organomagnesium halides. The resulting vicinal double Grignard reagents react with various electrophiles to yield multi-substituted alkenes stereoselectively.\",\"PeriodicalId\":510101,\"journal\":{\"name\":\"Synthesis\",\"volume\":\"79 23\",\"pages\":\"\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2024-05-14\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Synthesis\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1055/a-2326-6416\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthesis","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1055/a-2326-6416","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
摘要
利用溴化镁和 Na 色散对二烷基乙炔进行反二镁反应,可得到 (E)-1,2-二镁烯烃。这种二镁反应利用简单的 MgBr2 作为抗还原亲电子体,与之前报道的利用棘手的有机卤化镁进行的二镁反应形成鲜明对比。生成的邻位双格氏试剂与各种亲电体反应,立体选择性地生成多取代烯。
Sodium-mediated Reductive anti-Dimagnesiation of Diarylacetylenes with Magnesium Bromide
Diarylacetylenes undergo anti-dimagnesiation using magnesium bromide and Na dispersion to afford (E)-1,2-dimagnesioalkenes. This dimagnesiation utilizes simple MgBr2 as a reduction-resistant electrophile, contrasting with the previously reported dimagnesiation using tricky organomagnesium halides. The resulting vicinal double Grignard reagents react with various electrophiles to yield multi-substituted alkenes stereoselectively.