Tetrahedron

Sulfonamides of homoproline and dipeptides as organocatalysts for Michael and aldol reactions

…, CG Kokotos, S Kousidou, V Ragoussis, G Kokotos

Index: Tsandi, Evaggelia; Kokotos, Christoforos G.; Kousidou, Sofia; Ragoussis, Valentine; Kokotos, George Tetrahedron, 2009 , vol. 65, # 7 p. 1444 - 1449

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Citation Number: 55

Abstract

Sulfonamides of the non-natural amino acid homoproline and the dipeptide Pro–Phe were synthesised and evaluated for their catalytic activity in Michael and aldol reactions. Sulfonamides of homoproline outperform proline and Pro–Phe in the Michael reaction, whereas sulfonamides of Pro–Phe lead to better results in the aldol reaction. The results of the present study show that the conversion of the carboxylic group of either homoproline ...