4-Hydroxyproline containing podands as new chiralcatalysts for the asymmetric Biginelli reaction

[Display omitted] The novel C2-symmetric chiral organocatalysts of (2S,4R)-hydroxyproline containing podand type have been synthesized and evaluated in the asymmetric Biginelli reaction. Combination of polyether spacer with (2S,4R)-hydroxyproline allowed one to enhance the effect of the latter on en...

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Bibliographic Details
Published in:Mendeleev communications 2018-07, Vol.28 (4), p.357-358
Main Authors: Fedorova, Olga V., Titova, Yulia A., Ovchinnikova, Irina G., Rusinov, Gennady L., Charushin, Valery N.
Format: Article
Language:English
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Summary:[Display omitted] The novel C2-symmetric chiral organocatalysts of (2S,4R)-hydroxyproline containing podand type have been synthesized and evaluated in the asymmetric Biginelli reaction. Combination of polyether spacer with (2S,4R)-hydroxyproline allowed one to enhance the effect of the latter on enantioselectivity of the Biginelli reaction by a factor of 5. The best results have been achieved for salts of (2S,4R)-hydroxyproline containing podands with trifluoroacetic acid.
ISSN:0959-9436
DOI:10.1016/j.mencom.2018.07.004