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Paper | Regular issue | Vol 60, No. 4, 2003, pp.857-863
Published online, 10th February, 2003
DOI: 10.3987/COM-02-9694
Diastereoselective Synthesis and Structure of Spirooxindole Derivatives

Francesco Risitano,* Giovanni Grassi, Francesco Foti, Giuseppe Bruno, and Archimede Rotondo

*Dipartimento di Chimica Organica e Biologica, Università, Vill. S. Agata, I-98166 Messina, Italy

Abstract

Spiroindolinonisoxazolines (4 and 5h) are prepared from (E)- 1 or (Z)-3-arylidene-2-oxindoles (2) by nitrile oxide cycloaddition reactions. Only one regioisomer is detected in all cases, and the observed complete diastereoselection is established by unambigous structural assignments.