- Primary amine/(+)-CSA salt-promoted organocatalytic conjugate addition of nitro esters to enones.
Primary amine/(+)-CSA salt-promoted organocatalytic conjugate addition of nitro esters to enones.
Organic letters (2010-04-24)
Chen Liu, Yixin Lu
PMID20411973
ABSTRACT
The combination of 9-amino-9-deoxy-epi-cinchonine and (+)-CSA resulted in a novel primary amine-based organocatalyst for effective iminium activation of alpha,beta-unsaturated ketones. Such a catalytic system could catalyze the conjugate addition of nitroacetate to enones in a highly enantioselective manner, affording the desired adducts in high yields and with up to 99% ee.
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