Enantioselective anti-Mannich reaction catalyzed by modularly designed organocatalysts

TETRAHEDRON

卷:74

Article

Konda, Swapna¹  Zhao, John C. -G.¹ 

[1] Univ Texas San Antonio, Dept Chem, One UTSA Circle, San Antonio, TX 78249 USA

关键词: Enantioselective;    Modularly designed organocatalyst;    anti-Mannich reaction;    Aldehyde;    Ketone;   

DOI  :  10.1016/j.tet.2018.09.006

来源: Elsevier

【 摘 要 】

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 (R)-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). (C) 2018 Elsevier Ltd. All rights reserved.

【 授权许可】

Free