用于对映选择性碳烯反应的硅烷化手性二钌(II)催化剂。
Silica-immobilized chiral dirhodium(II) catalyst for enantioselective carbenoid reactions.
机构信息
Department of Chemistry, Emory University , 1515 Dickey Drive, Atlanta, Georgia 30322, United States , and School of Chemical & Biomolecular Engineering, Georgia Institute of Technology , 311 Ferst Drive, Atlanta, Georgia 30322, United States.
出版信息
Org Lett. 2013 Dec 20;15(24):6136-9. doi: 10.1021/ol403006r. Epub 2013 Nov 19.
A silica-supported dirhodium(II) tetraprolinate catalyst was synthesized in four steps from l-proline and used in a range of enantioselective transformations of donor/acceptor carbenoids. These include cyclopropenation, cyclopropanation, tandem ylide formation/[2,3] sigmatropic rearrangement, and a variety of combined C-H functionalization/Cope rearrangement reactions. The products of these transformations were obtained in yields and levels of enantioselectivity comparable to those obtained with its homogeneous counterpart, Rh2(S-DOSP)4. The silica-supported Rh2(S-DOSP)4 derivative was successfully recycled over five reactions.
一种负载在二氧化硅上的二铑(II)四脯氨酸配合物催化剂，通过从 L-脯氨酸出发的四步反应合成，并应用于一系列给体/受体卡宾的对映选择性转化。这些转化包括环丙烯化、环丙烷化、串联叶立德形成/[2,3]σ重排，以及多种组合的 C-H 官能化/Cope 重排反应。这些转化的产物的产率和对映选择性与相应的均相 Rh2(S-DOSP)4 产物相当。负载在二氧化硅上的 Rh2(S-DOSP)4 衍生物在五次反应中成功回收。
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