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Potassium Carbonate-Promoted Stereospecific 5-Endo-Trig Cyclization of Unactivated Allenes in the Absence of Any Transition Metals

Hiroaki Ohno,* Yoichi Kadoh, Nobutaka Fujii and Tetsuaki Tanaka

*Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo-ku, Kyoto 606-8501, Japan, Email:

H. Ohno, Y. Kadoh, N. Fujii, T. Tanaka, Org. Lett., 2006, 8, 947-950.

DOI: 10.1021/ol053094w


Treatment of α-amino allenes bearing a protected amino group with potassium carbonate in DMF under reflux in the absence of any transition-metal catalysts gave the corresponding 3-pyrrolines in good to excellent yields, by 5-endo-trig mode cycloisomerization in a stereoselective manner.

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ID: J54-Y2006-680