Details

Autor(en) / Beteiligte

• Gao, Yao‐Wei
• Niu, Hong‐Ying
• Zhang, Qi‐Ying
• Xie, Ming‐Sheng
• Qu, Gui‐Rong
• Guo, Hai‐Ming

Titel

Regio‐ and Enantioselective [3+2] Cycloaddition of α‐Purine Substituted Acrylates with Allenes: An Approach to Chiral Carbocyclic Nucleosides

Ist Teil von

• Advanced synthesis & catalysis, 2018-08, Vol.360 (15), p.2813-2819

Ort / Verlag

Heidelberg: Wiley Subscription Services, Inc

Erscheinungsjahr

2018

Quelle

Wiley Online Library

Beschreibungen/Notizen

• N‐Heteroaromatic substituted acrylates are employed in the phosphine‐catalyzed [3+2] annulation with allenes for the first time, affording regiospecific carbocyclic nucleoside analogues in an α‐addition manner. Various chiral carbocyclic nucleoside analogues containing a quaternary stereocenter and a C=C double bond are generated in good yields (up to 90% yield) and excellent enantioselectivities (up to 97% ee). α‐Purine‐containing disubstituted acrylate and α‐benzimidazole substituted acrylate are also suitable substrates for this reaction.