Synthesis of sterically hindered benzodioxane analogs of isoflavone and a study of their atropoisomerism

Authors

  • C. П. Бондаренко Taras Shevchenko Kiev University, Kiev 252601
  • А. B. Туров Taras Shevchenko Kiev University, Kiev 252601
  • B. П. Хиля Taras Shevchenko Kiev University, Kiev 252601

Abstract

Syntheses are reported far sterically hindered 2-substituted benzodioxane analogs of isoflavone. An optically active lanthanide shift reagent (LSR) was used to show that these products exist as mixtures of atropoisomers. The difference in the chemical shifts of the enantiomeric protons in the presence of the LSR may reach 2–3 ppm with decreasing temperature. Conclusions were drawn concerning the structure of the LSR-substrate adducts and their conformations.

How to Cite
Bondarenko, S. P.; Turov, A. V.; Khilya, V. P. Chem. Heterocycl. Compd. 1996, 32, 767. [Khim. Geterotsikl. Soedin. 1996, 902.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01165717

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Published

1996-07-25

Issue

No. 7 (1996)

Section

Original Papers