对映选择性分子间环丙烷化反应合成手性嘧啶碳环核苷。
Enantioselective Intermolecular Cyclopropanations for the Synthesis of Chiral Pyrimidine Carbocyclic Nucleosides.
机构信息
Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, School of Chemistry and Chemical Engineering, Henan Normal University , Xinxiang, Henan 453007, China.
School of Chemistry and Chemical Engineering, Henan Institute of Science and Technology , Xinxiang 453003, China.
出版信息
Org Lett. 2016 Sep 2;18(17):4344-7. doi: 10.1021/acs.orglett.6b02104. Epub 2016 Aug 16.
A direct route to chiral cyclopropylpyrimidine carbocyclic nucleoside analogues has been reported via highly enantioselective intermolecular cyclopropanation reactions of N1-vinylpyrimidines with α-diazoesters. With chiral ruthenium(II)-phenyloxazoline complex (2 mol %) as the catalyst, cyclopropyl pyrimidine nucleoside analogues could be obtained in good yields (71-96% yields) with high levels of diastereo- and enantioselectivities (10:1 to >20:1 dr and 96-99% ee) in 1 min.
通过 N1-乙烯基嘧啶与α-重氮酯的高对映选择性分子间环丙烷化反应，报道了一种直接合成手性环丙基嘧啶碳环核苷类似物的方法。在手性钌（II）-苯并恶唑啉配合物（2 摩尔%）作为催化剂的条件下，环丙基嘧啶核苷类似物可以在 1 分钟内以良好的收率（71-96%的产率）和高非对映选择性（10:1 至>20:1 dr）和对映选择性（96-99%ee）获得。
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