Details

Autor(en) / Beteiligte

• Liu, Hua-Chao
• Wei, Liang
• Huang, Rong
• Tao, Hai-Yan
• Cong, Hengjiang
• Wang, Chun-Jiang

Titel

Ag(I)-Catalyzed Kinetic Resolution of Cyclopentene-1,3-diones

Ist Teil von

• Organic letters, 2018-06, Vol.20 (12), p.3482-3486

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2018

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• An efficient kinetic resolution of readily available racemic cyclopentene-1,3-diones has been developed via a Ag­(I)-catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylides. This methodology shows good functional-group tolerance, delivering an array of synthetically valuable cyclopentene-1,3-diones with excellent stereoselectivity and generally high resolution efficiency (s = 48–226) accompanied by the biologically important fused pyrrolidine derivatives. Notably, this strategy allows facile access to the key intermediates for the synthesis of (+)-madindolines A and B.