Abstract
4,5-Epoxy-2-hexenoic acid esters add alcohols (in the presence of the alkoxide) and diazomethane to the double bond with retention of the oxirane ring; alkoxylation products and Δ2-pyrazolines are formed. The alkoxide anion and diazomethane add to the positively polarized β-carbon atom of the conjugated ether. The structures of the synthesized compounds were proved by their IR, UV, and PMR spectra.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
F. Camps, R. Canela, and A. Messeguer, Tetrahedron,34, 2178 (1978).
B. Styczynska, M. Kocor, W. Sobotka, and R. Sterzycki, Rocz. Panst. Hig.,25, 363 (1974).
A. Jasuda, Bull. Chem. Soc. Jpn.,52, 1701 (1979).
M. S. Malinovskii, L. P. Glushko, and N. I. Pokhodenko, Khim. Geterotsikl. Soedin., No. 2, 146 (1974).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 887–889, July, 1982.
Rights and permissions
About this article
Cite this article
Glushko, L.P., Samsonova, V.N., Yanovskaya, L.A. et al. Reactions involving additions to the double bond in 4,5-epoxy-2-hexenoic acid esters. Chem Heterocycl Compd 18, 668–670 (1982). https://doi.org/10.1007/BF00568937
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF00568937