Synthesis and properties of azoles and their derivatives 35. Regioselectivity and stereoselectivity of the [2+3]-cycloaddition of phenyl nitrones to 1-decene

Authors

  • B. Таборски Institute of Organic Chemistry and Technology, Cracow University of Technology, 31-155 Krakow
  • А. Бодура Institute of Organic Chemistry and Technology, Cracow University of Technology, 31-155 Krakow
  • А. Бараньски Institute of Organic Chemistry and Technology, Cracow University of Technology, 31-155 Krakow

Abstract

It was shown by spectroscopic methods that the [2+3]-cycloaddition of C,C,N-triphebyl nitrone to 1-decene is regiospecific and leads to 2,3,3-triphenyl-5-octylisoxazolidine as the only reaction product, whereas Z-C,N-diphenyl nitrone with the same alkene forms a mixture of stereoisomeric 2,3-iphenyl-5-octylisoxazolidines. The regiochemistry of the reaction was explained in terms of PMO theory.

How to Cite
Taborski, W.; Bodura, A.; Baranski, A. Chem. Heterocycl. Compd. 1998, 34, 339. [Khim. Geterotsikl. Soedin. 1998, 34, 373.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF02290728

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Published

1998-03-25

Issue

No. 3 (1998)

Section

Original Papers