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PubMed · 15760149

Increased structural complexity leads to higher activity: peptides as efficient and versatile catalysts for asymmetric aldol reactions.

Philipp Krattiger·Roman Kovasy·Jefferson D Revell·Stanislav Ivan·Helma Wennemers
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Abstract

[reaction: see text] Peptides containing a secondary amine and a carboxylic acid in a specific orientation to each other are presented as highly efficient catalysts for asymmetric aldol reactions: (1) their activity is considerably higher compared to that of proline, and (2) the enantioselectivity of the peptidic catalysts can be changed from (R)- to (S)-selectivity by simple modifications of the secondary structure.

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AldehydesAminesCatalysisMolecular StructurePeptidesProlineStereoisomerismStructure-Activity RelationshipJournal ArticleResearch Support, Non-U.S. Gov't

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Philipp Krattiger, Roman Kovasy, Jefferson D Revell, Stanislav Ivan, Helma Wennemers. 2005-03-17. Increased structural complexity leads to higher activity: peptides as efficient and versatile catalysts for asymmetric aldol reactions.. https://doi.org/10.1021/ol0500259

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