Enantioselective Direct anti -Selective Mannich-type Reactions Catalyzed by 3-Pyrrolidinecarboxylic Acid in the Presence of Potassium Carbonate: Addition of Potassium Carbonate Improves Enantioselectivities

Mannich-type reactions of cyclohexanone and related six-membered-ring ketones with - -methoxyphenyl-protected imines of arylaldehydes catalyzed by 3-pyrrolidinecarboxylic acid in the presence of K CO that afford -isomers of the Mannich products with high diastereo- and enantioselectivities are repor...

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Veröffentlicht in:Organic letters 2020-06, Vol.22 (11), p.4542-4546
Hauptverfasser: Garg, Yuvraj, Tanaka, Fujie
Format: Artikel
Sprache:eng
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Zusammenfassung:Mannich-type reactions of cyclohexanone and related six-membered-ring ketones with - -methoxyphenyl-protected imines of arylaldehydes catalyzed by 3-pyrrolidinecarboxylic acid in the presence of K CO that afford -isomers of the Mannich products with high diastereo- and enantioselectivities are reported. Addition of K CO improved the enantioselectivities of the reactions catalyzed by 3-pyrrolidinecarboxylic acid while retaining the -selectivity of the reaction. Thus, the use of K CO expands the scope of these organocatalytic reactions for providing the products with high enantioselectivities.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c01561