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Paper | Regular issue | Vol 92, No. 5, 2016, pp.857-865
Published online, 9th March, 2016
DOI: 10.3987/COM-16-13422
Synthesis of trans-2,6-Piperidinedicarboxamide Using the Ugi Reaction. A Plausible Model for the Biosynthesis of Halichonadin P

Rika Mimura, Ayumi Kitamori, Keiji Nakano, Hiyoshizo Kotsuki, Kenji Matsumoto, Daisuke Kaneno, Toshiya Masuda, and Yoshiyasu Ichikawa*

*Faculty of Science, Kochi University, 2-5-1, Akebono-cho, Kochi 780-8520, Japan


The Ugi reaction of isocyanides, glutaraldehyde and glycine methyl ester is found to produce trans-2,6-piperidinedicarboxamides. It is proposed that this multi-component reaction is a plausible model for the biosynthesis of the marine natural product, halichonadin P.