Enantioselective Intermolecular Cyclopropanations for the Synthesis of Chiral Pyrimidine Carbocyclic Nucleosides
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- 作者：Ming-Sheng Xie ; Peng Zhou ; Hong-Ying Niu ; Gui-Rong Qu ; Hai-Ming Guo
- 刊名：Organic Letters
- 出版年：2016
- 出版时间：September 2, 2016
- 年：2016
- 卷：18
- 期：17
- 页码：4344-4347
- 全文大小：374K
- 年卷期：0
- ISSN：1523-7052
文摘
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.