Preparation of Polysubstituted Isochromanes by Addition of ortho-Lithiated Aryloxiranes to Enaminones

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.

邻锂取代芳基环氧乙烷（ortho-lithiated aryloxiranes）与多种烯胺酮（enaminones）发生反应，可简便直接地合成新型官能团化异色满（isochromanes），产物为两种差向立体异构体（epimeric stereoisomers）的混合物，收率为50%~90%，处于中等至极佳水平。这两种非对映异构体（diastereomers）结构多样性较高，可通过柱色谱法（column chromatography）轻松分离。