Abstract

The highly enantioselective Diels-Alder reaction between acryloyl oxazolidinone and furan, catalyzed by cationic bis(4- tert-butyloxazoline)Cu(II) complex 1, is presented. Though the reaction equilibrates rapidly at −20 °C, reaction at −78 °C permits isolation of the kinetic product mixture. The synthetic utility of the reaction is demonstrated by the conversion of the cycloadduct to ent-shikimic acid.

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