Increased structural complexity leads to higher activity: peptides as efficient and versatile catalysts for asymmetric aldol reactions |
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Authors: | Krattiger Philipp Kovasy Roman Revell Jefferson D Ivan Stanislav Wennemers Helma |
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Affiliation: | Department of Chemistry, University of Basel, St. Johanns Ring 19, CH-4056 Basel, Switzerland. |
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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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