N-PEGylated (L)-Prolinamide: A Homogeneous, Solvent-Free, and Recyclable Catalyst for Scalable Enantioselective Aldol Reaction

Hosseini-Dastjerdi, Faezeh; Zandieh, Haniyeh; Yari, Ahmad; Mokhtari, Javad; Karimian, Khashayar

doi:10.1007/s10562-024-04620-2

Catal Lett

2024

DOI: 10.1007/s10562-024-04620-2

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N-PEGylated (L)-Prolinamide: A Homogeneous, Solvent-Free, and Recyclable Catalyst for Scalable Enantioselective Aldol Reaction

Faezeh Hosseini-Dastjerdi,

Haniyeh Zandieh,

Ahmad Yari

et al.

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2024

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C2-Symmetric Amino Acid Amide-Derived Organocatalysts

Al-Taie,

Coles,

Congreve

et al. 2024

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N-alkylated C2-symmetric amino acid amide derivatives were shown to catalyse the Michael addition of 2-hydroxy-1,4-napthoquinone to β-nitrostyrene, achieving a maximum ee of 44%. The corresponding trifluoroacetic acid salts also catalysed the aldol reaction between 4-nitrobenzaldehyde and hydroxyacetone, leading to the formation of predominantly syn-aldol products in up to 55% ee. Aspects of the solvent dependence of the aldol reaction and the H-bonding of the catalyst were investigated.

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C2-Symmetric Amino Acid Amide-Derived Organocatalysts

Al-Taie,

Coles,

Congreve

et al. 2024

Reactions

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show abstract

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N-PEGylated (L)-Prolinamide: A Homogeneous, Solvent-Free, and Recyclable Catalyst for Scalable Enantioselective Aldol Reaction

Cited by 1 publication

References 82 publications

C2-Symmetric Amino Acid Amide-Derived Organocatalysts

C2-Symmetric Amino Acid Amide-Derived Organocatalysts

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