New Journal of Chemistry

Synthesis and catalytic activity of fluorous chiral primary amine-thioureas

S Orlandi, G Pozzi, M Ghisetti, M Benaglia

Index: Orlandi, Simonetta; Pozzi, Gianluca; Ghisetti, Mauro; Benaglia, Maurizio New Journal of Chemistry, 2013 , vol. 37, # 12 p. 4140 - 4147

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Citation Number: 4

Abstract

Three enantiopure fluorous thioureas featuring a free–NH2 group were synthesized by direct addition of aromatic isothiocyanates bearing a single n-C8F17 substituent in the ortho, meta and para position, respectively, to enantiopure (1R, 2R)-1, 2-diaminocyclohexane. The catalytic behavior of these bifunctional molecules was assessed in representative Michael- type reactions. The three fluorous thioureas performed similarly in all the reactions tested, ...