Preparation of polysubstituted isochromanes by addition of ortho-lithiated aryloxiranes to enaminones.

Abstract

The reaction of ortho-lithiated aryloxiranes with various enaminones straightforwardly affords new functionalized isochromanes as mixtures of two epimeric stereoisomers in reasonable to very good yields (50-90%). The two diastereomers, which show a high structural variability, can be easily separated by column chromatography.

DOI: 10.1021/jo401689e

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Cite this paper

@article{Salomone2013PreparationOP, title={Preparation of polysubstituted isochromanes by addition of ortho-lithiated aryloxiranes to enaminones.}, author={Antonio Salomone and Filippo Maria Perna and Francesca Claudia Sassone and Aurelia Falcicchio and Jure Bezen{\vs}ek and Jurij Svete and Branko Stanovnik and Saverio Florio and Vito Capriati}, journal={The Journal of organic chemistry}, year={2013}, volume={78 21}, pages={11059-65} }