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Paper | Special issue | Vol 37, No. 1, 1994, pp.303-309
Published online, 1st January, 1970
DOI: 10.3987/COM-93-S2
Studies on the Site-selective N-Acyliminium Ion Cyclization: Synthesis of (±)-Glochidine and (±)-Glochidecine

Yong Sup Lee, Sung Hwan Kim, Sun Ho Jung, Sook Ja Lee, and Ho-Koon Park*

*Organic Chemistry Laboratory, Korea Institute of Science and Technology, P.O. Box 131, Cheongryang, Seoul 130-650, Korea


Studies on the N-acyliminium ion cyclization of hydroxylactams bearing both carbon and nitrogen nucleophile in the same molecule are described. The site selection in the cyclization of hydroxylactam could be controlled by the absence or presence of acid catalyst to afford (±)-glochidine and (±)-glochidicine.