Title : Chiral 2-aminobenzimidazoles as recoverable organocatalysts for the addition of 1,3-dicarbonyl compounds to nitroalkenes.

Pub. Date : 2009 Aug 21

PMID : 19627118






1 Functional Relationships(s)
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1 Chiral trans-cyclohexanediamine-benzimidazole organocatalysts promote the conjugate addition of a wide variety of 1,3-dicarbonyl compounds such as malonates, ketoesters, and 1,3-diketones to nitroolefins in the presence of TFA as cocatalyst in toluene as solvent at rt or 0 degrees C. The Michael adducts are obtained in high yield and enantioselectivity, using the chiral 2-aminobenzimidazole 7b as hydrogen-bond-mediated chiral organocatalyst. 1,3-dicarbonyl compounds coagulation factor III, tissue factor Homo sapiens