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Skeletal Reorganization of Enynes to 1-Vinylcycloalkenes Catalyzed by GaCl3

Naoto Chatani,* Hiroki Inoue, Taiichi Kotsuma, and Shinji Murai

*Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan, Email:

N. Chatani, H. Inoue, T. Kotsuma, S. Murai, J. Am. Chem. Soc., 2002, 124, 10294-10295.

DOI: 10.1021/ja0274554


The GaCl3-catalyzed skeletal reorganization of enynes is simple and provides a diverse range of dienes in good to high yields. The reaction of enynes proceeds in a stereospecific manner with respect to the geometry of the olefin moiety.

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Key Words

Cyclization, Cyclic Amines, Dienes

ID: J48-Y2002-1260