Abstract
Mannich-type reactions of cyclohexanone and related six-membered-ring ketones with N-p-methoxyphenyl-protected imines of arylaldehydes catalyzed by 3-pyrrolidinecarboxylic acid in the presence of K2CO3 that afford anti-isomers of the Mannich products with high diastereo- and enantioselectivities are reported. Addition of K2CO3 improved the enantioselectivities of the reactions catalyzed by 3-pyrrolidinecarboxylic acid while retaining the anti-selectivity of the reaction. Thus, the use of K2CO3 expands the scope of these organocatalytic reactions for providing the products with high enantioselectivities.
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