JOURNAL of the Tunisian Chemical Society

serving the Research, the Education and the Industry

Diastereoselective synthesis and structure of spiroisoxazoline derivatives

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Synthesis of a series of novel spiroisoxazolines has been accomplished in good yields by regio- and diastereoselective 1,3-dipolar cycloaddition of (E)-2-arylidene-(2H)-indanones 1a-d and (E)-2-arylidene-(2H)-3-methylindanones 2a-d to arylnitrile oxides 3e-g. The structure of the spiroadducts was elucidated by 1H and 13C NMR. The proposed regio- and stereochemistry of spiranic compounds 4ae-dg and 5ae-dg has been corroborated by two single crystal X-Ray diffraction studies.

S. Boudriga, N. Wannassi, M. Askri, M.E.B. Rammah, C. Strohmann

1,3-dipolar cycloaddition, regiochemistry, stereochemistry, spiroisoxazolines

Pages 29-36

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