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Paper | Regular issue | Vol 32, No. 11, 1991, pp.2139-2149
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5817
Preparation of New Chiral Piperidine Epoxides

Anna Diez, Lluís Vilaseca, Isabel López, Mario Rubiralta,* Christian Marazano, David S. Grierson, and Henri-Philippe Husson

*Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona, Av. de Joan XXIII, s/n, 08028 Barcelona, Spain

Abstract

The new chiral piperidine epoxides (11b), (12b), and (13b) were prepared by MCPBA oxidation of 1,2,3,6-tetrahydropyridine (5b). Compound (5b) was obtained by NaBH4 reduction of pyridinium salt (4b) derived from the Zincke-König reaction of 2b and (R)-(-)-phenylglycinol.