Abstract

A group of chiral [(salen)Cr(III)] + BF 4 - complexes, with enhanced steric hindrance in 3,3'-positions of salicylidene moiety, has been synthesized and applied for the oxo-Diels-Alder reaction of alkyl glyoxylates with cyclohexa-1,3-diene. A readily accessible complex that bears bulky adamanthyl substituents revealed its potential, leading to the cycloadducts with excellent selectivity (up to endolexo 99:1, 98% ee), considerably better than the classic Jacob-sen catalyst.

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