SYNTHESIS AND REDUCTIVE TRANSFORMATIONS OF ISOXALINOPROSTANOIDS WITH AN ADDITIONAL HETEROCYCLIC FRAGMENT IN THE ω-CHAIN

Authors

  • Е. В. Королева Institute of Bioorganic Chemistry, National Academy of Sciences of the Republic of Belarus, Minsk 220141
  • Я. М. Каток Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, Minsk 220141
  • Т. В. Чернихова Institute of Bioorganic Chemistry, National Academy of Sciences of the Republic of Belarus, Minsk 220141
  • Ф. А. Лахвич Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, Minsk 220141

Keywords:

11-desoxyprostanoids, 13,15-isoxazolinoprostanoids, hydrogenolysis, 1,3-dipolar cycloaddition

Abstract

New analogs of 11-desoxyprostaglandins have been synthesised by the 1,3-dipolar cycloaddition of 2-(6-methoxycarbonylhexyl)-3-oxocyclopentanecarbonitrile oxide to alkenes – 13,15-isoxazalino-prostanoids with an additional heterocyclic unit in the ω-chain. Hydrogenolysis of the isoxazoline unit with Ra-Ni/AlCl3 and conversions with the reducing agents (NaBH4, KBH(s-Bu)3) have been
investigated.

How to Cite
Koroleva, E. V.; Katok, Ya. M.; Chernikova, T. V.; Lakhvich, F. A. Chem. Heterocycl. Compd. 2003, 39, 918. [Khim. Geterotsikl. Soedin. 2003, 1060.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1026102606271

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Published

2003-07-25

Issue

No. 7 (2003)

Section

Original Papers