Details

Autor(en) / Beteiligte

• Wang, Hai‐Xia
• Guan, Fang‐Juan
• Xie, Ming‐Sheng
• Qu, Gui‐Rong
• Guo, Hai‐Ming

Titel

Construction of All‐Carbon Quaternary Stereocenters via Asymmetric Cyclopropanations: Synthesis of Chiral Carbocyclic Pyrimidine Nucleosides

Ist Teil von

• Advanced synthesis & catalysis, 2018-06, Vol.360 (11), p.2233-2238

Ort / Verlag

Heidelberg: Wiley Subscription Services, Inc

Erscheinungsjahr

2018

Quelle

Wiley Online Library All Journals

Beschreibungen/Notizen

• An efficient route to synthesize chiral carbocyclic pyrimidine nucleoside analogues containing all‐carbon quaternary stereocenters has been established via the asymmetric intermolecular cyclopropanation of N1‐vinylpyrimidines and α‐aryl diazoesters. With 2 mol% of chiral dirhodium (II) carboxylate complex as the catalyst, a variety of chiral carbocyclic cytosine or uracil nucleoside analogues were obtained in good yields (up to 96% yield), high diastereoselectivities (>20:1 dr), and excellent enantioselectivities (up to 99% ee).