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Synthesis 1997; 1997(3): 268-270
DOI: 10.1055/s-1997-1183
short paper
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Dioxirane Oxidation of 1-Acetyl-2-arylidene-1H-indol-3(2H)-ones. Diastereoselective Formation of Spiroepoxides

Waldemar Adam1 , Albert Lévai2 , Jean-Yves Mérour3 , Csaba Nemes2 , Tamás Patonay2
  • 1Institute of Organic Chemistry, University of Würzburg, Am Hubland, D-97074 Würzburg, Germany
  • 2Department of Organic Chemistry, Lajos Kossuth University, H-4010 Debrecen, Hungary
  • 3Institut de Chimie Organique et Analytique, BP 6759, Université d’Orléans, F-45067 Orléans Cedex 02, France, Fax +33(238)417078; E-mail jmerour@univ-orleans.fr
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Publication Date:
31 December 2000 (online)

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Oxidation of the E or Z isomers of the 1-acetyl-2-arylidene-1H-indol-3(2H)-ones 1 by dimethyldioxirane in acetone at ambient temperature led to the spiroepoxides 2 in good yield (70-90%) with complete diastereoselectivity.

oxidation - dioxirane - diastereoselectivity - spiroepoxides - 1H-indol-3(2H)ones

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