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  • New sugar-derived bifunctional chiral ureas as highly effective organocatalysts in asymmetric aza-Henry reaction.

New sugar-derived bifunctional chiral ureas as highly effective organocatalysts in asymmetric aza-Henry reaction.

Carbohydrate research (2015-02-11)
Jolanta Robak, Bogusław Kryczka, Barbara Świerczyńska, Anna Zawisza, Stanisław Porwański
ABSTRACT

A simple synthesis of series of new catalysts derived from chiral bifunctional ureas is described. The aza-Henry reaction of imines with nitromethane was promoted by sugar derived bifunctional organocatalysts to give optically active β-nitroamines. The aza-Henry reaction products were obtained in good yields (35-98%) and ee up to 99%.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Nitromethane, reagent grade, 96%
Sigma-Aldrich
Nitromethane, suitable for HPLC, ≥96%
Sigma-Aldrich
Nitromethane, ReagentPlus®, ≥99.0%
Sigma-Aldrich
Nitromethane, ACS reagent, ≥95%