Reaction between piperidine-4-spiro-2′-oxiranes and nucleophilic reagents

Abstract

An investigation was made into the opening of the epoxide ring of piperidine-4-spiro-2′-oxiranes by N-, H-, C-, and P-nucleophiles, which yielded the corresponding 3,4-dihydroxy- and 3-hydroxypiperidine derivatives. When these epoxides were reacted with organomagnesium compounds, regrouping occurred, the piperidine ring reducing in size to a pyrrolidine ring and the latter being functionalized by a hydroxymethyl group.

How to Cite
Zvonok, A. M.; Okaev, E. B. Chem. Heterocycl. Compd. 1993, 29, 1291. [Khim. Geterotsikl. Soedin. 1993, 1499.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF00532027