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2005
Enantioselective syntheses
O 0031
Increased Structural Complexity Leads to Higher Activity: Peptides as Efficient
Versatile Catalysts for Asymmetric Aldol Reactions. — Tripeptides (I) and (II)
33- 030 and
are significantly more active than proline as catalysts for asymmetric aldol reactions.
Equally high catalytic activities are observed with a variety of aldehydes under otherwise identical conditions. Compared to proline, similar yields are obtained using 10
mol% of (I) and only 1 mol% of (II). The catalysts generate aldol products with opposite absolute configurations, thus showing the possibility for tuning the enantioselectivity by simple modifications in the secondary structure. — (KRATTIGER, P.;
KOVASY, R.; REVELL, J. D.; IVAN, S.; WENNEMERS*, H.; Org. Lett. 7 (2005) 6,
1101-1103; Dep. Chem., Univ. Basel, CH-4056 Basel, Switz.; Eng.) — R. Steudel
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