4.8 Article

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

Journal

ORGANIC LETTERS
Volume 7, Issue 6, Pages 1101-1103

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol0500259

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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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