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Enantioselective anti-Mannich reaction catalyzed by modularly designed organocatalysts.

ABSTRACT: A highly stereoselective method for achieving the anti-Mannich reaction of aldehydes and ketones with ethyl (4-methoxyphenylimino)acetate was realized using the modularly designed organocatalysts (MDOs) self-assembled from cinchona alkaloid derivatives and (A)-pyrrolidien-3-carboxylic acid in the reaction media. The desired anti-Mannich products were obtained in good to excellent yields (up to 93%), excellent diastereoselectivities (up to 99:1 dr), and good to high enantioselectivities (up to 99% ee).

SUBMITTER: Konda S

PROVIDER: S-EPMC6433386 | biostudies-literature | 2018 Oct

REPOSITORIES: biostudies-literature

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Enantioselective anti-Mannich reaction catalyzed by modularly designed organocatalysts.

Konda Swapna S Zhao John C-G JC

Tetrahedron 20180905 42

A highly stereoselective method for achieving the anti-Mannich reaction of aldehydes and ketones with ethyl (4-methoxyphenylimino)acetate was realized using the modularly designed organocatalysts (MDOs) self-assembled from cinchona alkaloid derivatives and (A)-pyrrolidien-3-carboxylic acid in the reaction media. The desired anti-Mannich products were obtained in good to excellent yields (up to 93%), excellent diastereoselectivities (up to 99:1 dr), and good to high enantioselectivi ...[more]

PMID: 30923409

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