Abstract
New di- or triamide organocatalysts derived from (L)-proline were synthesized and successfully used in the direct asymmetric aldol reaction of aliphatic ketones and aromatic aldehydes in water at 0oC in the presence of benzoic acid as co-catalyst. (S)-methyl-2-((S)-3-hydroxy-2-((S)-3-pyrrolidine-2-carboxamido)propanamido)-3-phenylpropanoate (7c) as organocatalyst showed best results under these reaction conditions, and good diastereoselectivities (up to 99%), enantioselectivities (up to 98%) and yields (up to 91%) were observed.
Keywords
Aldol reaction
Chemistry
Benzoic acid
Pyrrolidine
Organocatalysis
Proline
Catalysis
Organic chemistry
Reaction conditions
Enantioselective synthesis
Amino acid
Biochemistry
Subject Areas
Asymmetric Hydrogenation and Catalysis
·Inorganic Chemistry ·Physical Sciences
Chemical Synthesis and Reactions
·Organic Chemistry ·Physical Sciences
Chemical Synthesis and Analysis
·Molecular Biology ·Life Sciences
Citations by Year
2022: 1
2024: 1
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