Recyclable organocatalyst-promoted one-pot Michael/aza-Henry/lactamization reactions for fluorinated 2-piperidinones bearing four stereogenic centres

摘要

A one-pot Michael/aza-Henry/lactamization reaction promoted by recyclable fluorous bifunctional cinchona alkaloid/thiourea organo-catalyst has been developed for asymmetric synthesis of fluorine-containing 2-piperidinones bearing four stereogenic centers. The asymmetric Michael adducts induce the formation of other three stereogenic centers to afford products with up to 99% ee and 15 : 1 dr.