abstract |
A method for highly enantio-selectively producing an optically active spirolactone compound using a iodoarene derivative which can be easily synthesized and scarcely racemized. From 2,6-dihydroxyiodoarene, a flexibly designable hypervalent iodine compound precursor (a iodoarene derivative) is synthesized in short steps using 1,2-amino alcohol as a chiral source. Using a catalytic amount of the precursor, a hypervalent iodine compound is prepared in situ in the presence of a stoichiometric amount of m-CPBA, and 3-(1-hydroxy-2-naphthyl)propionic acid is subjected to spirolactonization. As a result, a corresponding spirolactone compound can be obtained with a high enantiomer excess. |