通过分子内 Stetter 反应对 α-取代环己二烯酮进行非对映选择性和对映选择性去对称化。
Diastereoselective and enantioselective desymmetrization of α-substituted cyclohexadienones via intramolecular Stetter reaction.
机构信息
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, PR China.
出版信息
J Org Chem. 2012 Dec 7;77(23):10996-1001. doi: 10.1021/jo3022555. Epub 2012 Nov 16.
Highly diastereoselective and enantioselective desymmetrization of α-substituted cyclohexadienones via NHC-catalyzed intramolecular Stetter reaction was realized. Amino-indanol derived triazolium salt bearing a C(6)F(5) group was found to be the optimal catalyst precursor in the intramolecular Stetter reaction furnishing tricyclic products bearing multi-stereocenters in up to 96% yield and >99% ee.
通过 NHC 催化的分子内环 Stetter 反应，实现了 α-取代环己二烯酮的高非对映选择性和对映选择性去对称化。研究发现，带有 C(6)F(5)基团的氨基茚醇衍生的三唑翁盐是分子内环 Stetter 反应的最佳催化剂前体，可提供高达 96%收率和>99%ee 的多立体中心的三环产物。
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