Tetrahedron letters

Polystyrene-supported proline and prolinamide. Versatile heterogeneous organocatalysts both for asymmetric aldol reaction in water and α-selenenylation of …

F Giacalone, M Gruttadauria, AM Marculescu, R Noto

Index: Giacalone, Francesco; Gruttadauria, Michelangelo; Marculescu, Adriana Mossuto; Noto, Renato Tetrahedron Letters, 2007 , vol. 48, # 2 p. 255 - 259

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Citation Number: 126

Abstract

A simple and efficient synthesis of polystyrene-supported proline and prolinamide has been carried out. Polystyrene-supported proline has been used as organocatalyst in the asymmetric aldol reaction between cyclohexanone and substituted benzaldehydes in water without any additive. High yields, diastereoselectivities and ee values have been observed. The versatility of this resin was demonstrated in the α-selenenylation of aldehydes. Both ...