Article ID Journal Published Year Pages File Type
5223184 Tetrahedron 2009 6 Pages PDF
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 or dipeptide Pro-Phe to the bioisosteric acyl sulfonamide group lead to improved organocatalysts.

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Physical Sciences and Engineering Chemistry Organic Chemistry
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