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Short α/β-Peptides as Catalysts for Intra- and Intermolecular Aldol Reactions

2008; American Chemical Society; Volume: 73; Issue: 8 Linguagem: Inglês

10.1021/jo800168h

1520-6904

Valerio D’Elia, Hans Zwicknagl, Oliver Reiser,

Asymmetric Synthesis and Catalysis

Short α/β-peptides, containing conformationally restricted cis-β-aminocyclopropylcarboxylic acid units as turn-inducing elements, have been found to be efficient catalysts for inter- and intramolecular aldol reactions. The tripeptide H−(L)-Pro-▴-(L)-Pro−OH was identified to perform especially well in homogeneous and heterogeneous aqueous solutions as well as in organic solvents.