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Cu(I)-Catalyzed Enantioselective [5 + 1] Cycloaddition of N‑Aromatic Compounds and Alkynes via Chelating-Assisted 1,2-Dearomative Addition

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journal contribution
posted on 11.09.2020, 20:03 by Nirupam De, Donguk Ko, Seung-yeol Baek, Changjin Oh, Jiyoung Kim, Mu-Hyun Baik, Eun Jeong Yoo
Copper-catalyzed [5 + 1] cycloadditions of N-aromatic zwitterions have been accomplished by chelation-assisted 1,2-dearomative addition of electron-deficient terminal alkynes. The unique modular skeleton of pyrazino­[1,2-a]­quinoline could be obtained from the regio- and stereoselective cascade annulation process, which was supported by computational studies. Further, an asymmetric variant of the developed strategy has been successfully extended for enabling access to optically enriched six-member cyclic systems.

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