Abstract
The enantioselectivity in intramolecular C-H insertion reactions of α-diazo β-keto esters catalyzed by dirhodium(II) tetrakis[N-phthaloyl-(S)-phenylalaninate] was found to be substantially improved by evaluation of the alkoxy group of the ester moiety. Cyclization of α-diazo β-keto 2,4-dimethyl-3-pentyl esters was promoted by this catalyst to afford, after a removal of the ester group, optically active 3-substituted cyclopentanones of up to 76% ee.
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