6533b83afe1ef96bd12a70e8

RESEARCH PRODUCT

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

Renato NotoFrancesco GiacaloneAdriana Mossuto MarculescuMichelangelo Gruttadauria

subject

ProlineOrganocatalysisOrganic Chemistrytechnology industry and agricultureCyclohexanoneSettore CHIM/06 - Chimica OrganicaGeneral MedicineBiochemistrychemistry.chemical_compoundHeterogeneous Catalysisstomatognathic systemchemistryAldol reactionDrug DiscoveryOrganic chemistryProlinePolystyrene

description

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 proline and prolinamide resins gave high yields. Recycling studies showed that the proline resin gave better results than prolinamide resin.

yearjournalcountryeditionlanguage
2007-04-17Tetrahedron Letters
https://doi.org/10.1016/j.tetlet.2006.11.040