Functionalized γ-lactones via intramolecular nitrile oxide cycloaddition

Giuseppe Buemi, Ugo Chiacchio, Antonino Corsaro, Giovanni Romeo, Antonio Rescifina, Nicola Uccella, Alfred Hassner

Research output: Contribution to journalArticlepeer-review

9 Scopus citations


The intramolecular nitrile oxide cycloaddition of a series of unsaturated hydroxyimino esters has been investigated. The reaction has been found to be stereospecific, with the configuration of the reacting double bond maintained in the final product. Lack of intramolecular pathway has been observed when R, R1 or R2 are hydrogen atoms. AM1 calculation help rationalizes the observed reactions.

Original languageEnglish
Pages (from-to)2005-2018
Number of pages14
Issue number9
StatePublished - 1 Sep 1993


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