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Note | Special issue | Vol 79, No. 1, 2009, pp.1087-1091
Published online, 21st November, 2008
DOI: 10.3987/COM-08-S(D)56
Spirocyclization of Six-Membered Cyclic N-Acyliminium Ions with a Conjugated Diene

Hideki Abe, Yoshinori Muramatsu, Kazuhiro Watanabe, Sakae Aoyagi,* Chihiro Kibayashi, and Tadashi Katoh*

*School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan

Abstract

Intramolecular spirocyclization of six-membered cyclic N-acyliminium ions with a tethered conjugated diene has been studied. The reaction of an N-acyliminium ion bearing an endocyclic amide carbonyl group led to spirocyclization to give a 1-azaspiro[5.5]undecane compound.