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Updated: Jun 24, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Synthesis of proline-derived dipeptides and their catalytic enantioselective direct aldol reactions: catalyst,
Y-H Chen1, P-H Sung, Kuangsen Sung
1Department of Chemistry, National Cheng Kung University, Tainan, Taiwan, ROC.
Abstract:
A series of dipeptides of L-proline-L-amino acid and L-proline-D-amino acid were synthesized to evaluate the catalytic effect for asymmetric direct aldol reactions. In the direct aldol reaction, a catalyst of L-proline-L-amino acid achieves better enantioselectivity than the corresponding L-proline-D-amino acid catalyst. Solubility of the dipeptide catalysts in the solvents is a key point for achieving a better yield of the direct aldol reaction, while hydrogen bonding of solvent does not play an important role in attaining better enantioselectivity and yield. Yield and enantioselectivity of the direct aldol reaction in water were improved by NMM and SDS additives, but the results that were done in plain DMSO were even better.
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