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Paper | Regular issue | Vol 31, No. 8, 1990, pp.1525-1535
Published online, 1st January, 1970
DOI: 10.3987/COM-90-5452
Asymmetric Synthesis of (+)- and (-)-Coniines and (-)-Sedamine by Diastereoselective Alkylation Reaction of Ethoxypiperidinone

Toshiko Kiguchi, Yoko Nakazono, Sanae Kotera, Ichiya Ninomiya, and Takeaki Naito*

*Kobe Women’s College of Pharmacy, Motoyamakita, Higashinada, Kobe 658, Japan


Diastereoselective alkylation reaction of the chiral 6-ethoxypiperidinoes (4) and (5) has been developed and successfully applied to the asymmetric synthesis of piperidine alkaloids, (+)- and (-)-coniines (11) and (12), (-)-sedamine (21), and (-)-allosedamine (22).