STEREOCHEMISTRY OF THE AZA-MICHAEL REACTION WITH NATURAL ALANTOLACTONES

Authors

  • С. Г. Клочков Institute of Physiologically Active Compounds, Russian Academy of Sciences
  • И. В. Ананьев A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences
  • С. А. Пухов Institute of Physiologically Active Compounds, Russian Academy of Sciences
  • С. В. Афанасьева Institute of Physiologically Active Compounds, Russian Academy of Sciences

DOI:

https://doi.org/10.1007/1185

Keywords:

alantolactones, 3-aminomethyldecahydronaphtho[2, 3-b]furan-2-ones, aza-Michael reaction, stereochemistry, two-dimensional NMR, X-ray structural analysis

Abstract

Hydrogenated 3-aminomethylnaphtho[2,3-b]furan-2-ones were synthesized by the reaction of natural alantolactones with pharmacophoric amines. Determination of the newly formed asymmetric center configuration by two-dimensional NMR data is presented. The structure of the obtained compounds was proved by X-ray structural analysis.

Authors: S. G. Klochkov, I. V. Anan'ev, S. A. Pukhov, and S. V. Afanas'eva.

English Translation in Chemistry of Heterocyclic Compounds, 2012, 48 (5), pp 698-703

http://link.springer.com/article/10.1007/s10593-012-1047-6

Downloads

Published

2013-11-19

Issue

No. 5 (2012)

Section

Original Papers