Cu(Ⅰ)-Catalyzed Asymmetric Trifluoromethylthiolation via Enantioselective [2,3]-Sigmatropic Rearrangement of Sulfonium Ylide Generated through Metal Carbene and Sulfide; Cu(Ⅰ)-Catalyzed Asymmetric Trifluoromethylthiolation via Enantioselective [2,3]-Sigmatropic Rearrangement of Sulfonium Ylide Generated through Metal Carbene and Sulfide | |
Zhikun Zhang ; Zhe Sheng ; Rui Zhang ; Weizhi Yu ; Yan Zhang ; Jianbo Wang | |
2016 | |
关键词 | challenging heterotopic pharmaceutical asymmetric rearrangement attractive chiral Cu subsequent donor challenging heterotopic pharmaceutical asymmetric rearrangement attractive chiral Cu subsequent donor |
英文摘要 | [2,3]-Sigmatropic rearrangement of sulfonium ylide generated through metal carbene and sulfide is known as Doyle-Kirmse reaction.[1,2] In this process, new carbon-carbon bond and carbon-sulfur bond are formed, therefore, to achieve catalytic asymmetric [2,3]-sigmatropic rearrangement of sulfonium ylide is attractive. Although this reaction has been widely studied over the years, the catalytic enantioselective variant of this reaction still remains a challenging problem.[3] This is because distinguishing the heterotopic lone pairs of sulfide is challenging, and the subsequent [2,3]-sigmatropic rearrangement of sulfonium ylide must be fast enough than racemization of the chiral sulfur center. Doyle-Kirmse reaction provides a straightforward method to construct tertiary sulfides, among which these containing trifluoromethylthio groups are useful in pharmaceutical chemistry. Consequently, construction of trifluoromethylthio-containing chiral carbon center through asymmetric catalysis should be of significant impo...; [2,3]-Sigmatropic rearrangement of sulfonium ylide generated through metal carbene and sulfide is known as Doyle-Kirmse reaction.[1,2] In this process, new carbon-carbon bond and carbon-sulfur bond are formed, therefore, to achieve catalytic asymmetric [2,3]-sigmatropic rearrangement of sulfonium ylide is attractive. Although this reaction has been widely studied over the years, the catalytic enantioselective variant of this reaction still remains a challenging problem.[3] This is because distinguishing th; 中国化学会; 1 |
语种 | 英语 |
出处 | 手性中国2016学术研讨会 |
内容类型 | 其他 |
源URL | [http://ir.pku.edu.cn/handle/20.500.11897/479870] |
专题 | 化学与分子工程学院 |
推荐引用方式 GB/T 7714 | Zhikun Zhang,Zhe Sheng,Rui Zhang,et al. Cu(Ⅰ)-Catalyzed Asymmetric Trifluoromethylthiolation via Enantioselective [2,3]-Sigmatropic Rearrangement of Sulfonium Ylide Generated through Metal Carbene and Sulfide, Cu(Ⅰ)-Catalyzed Asymmetric Trifluoromethylthiolation via Enantioselective [2,3]-Sigmatropic Rearrangement of Sulfonium Ylide Generated through Metal Carbene and Sulfide. 2016-01-01. |
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