Abstract
The alkylation by allyl halides of the intermediate enolate, prepared in situ by conjugate addition of di-p-tolylcuprate to chiral (p-tolylsulfinyl)pyrrolyl cinnamoyl amide, gave the (2R,3R)-adducts as the major products with 81% to 94% de's. Methanolysis of the products afforded the corresponding methyl esters, together with efficient recovery of the chiral sulfinyl auxiliary without loss of optical purity.
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