Selective α??cleavage cycloaddition of oxiranes with heterocumulenes catalyzed by tetraphenylstibonium iodide

M Fujiwara, A Baba, H Matsuda

Index: Fujiwara, Masahiro; Baba, Akio; Matsuda, Haruo Journal of Heterocyclic Chemistry, 1988 , vol. 25, p. 1351 - 1357

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Citation Number: 31

Abstract

Abstract A catalytic amount of tetraphenylstibonium iodide (1) promoted unusual cycloadditions of oxiranes with isocyanates or carbodiimides, forming 3, 4-disubstituted oxazolidin-2-ones 2 and oxazolidin-2-imines 4 under very mild conditions, respectively. In particular, carbodiimides gave 4 exclusively. Either oxazolidine, 3, 4-disubstituted or 3, 5- disubstituted ones could be obtained independently from the same reactants by the ...