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ChemInform Abstract: Efficient Ball-Mill Procedure in the ′Green′ Asymmetric Aldol Reaction Organocatalyzed by (S)-Proline-Containing Dipeptides in the Presence of Water. Article Sep 2011

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The proline-catalysed asymmetric aldol reaction is usually carried out in highly dipolar aprotic solvents (dimethylsulfoxide, dimethylformamide, acetonitrile) where proline presents an acceptable solubility. Protic solvents are generally characterized by poor stereocontrol (e.g., methanol) or poor reactivity (e.g., water). Here, we report that water/methanol mixtures are …

Enantioselective direct aldol addition of acetone to ...

José G. Hernández, Eusebio Juaristi, Efficient ball-mill procedure in the 'green' asymmetric aldol reaction organocatalyzed by (S)-proline-containing dipeptides in the presence of water, Tetrahedron, 10.1016/j.tet.2011.06.042, 67, 36, (6953-6959), (2011).

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Hernández JG, Juaristi E. Efficient ball-mill procedure in the 'green' asymmetric aldol reaction organocatalyzed by (S)-proline-containing dipeptides in the presence of water. Tetrahedron. 2011; 67 (36):6953–6959.

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Efficient ball-mill procedure in the 'green' asymmetric aldol reaction organocatalyzed by (S)-proline-containing dipeptides in the presence of water José G Hernández, E. Juaristi Chemistry

Asymmetric Aldol Reaction Organocatalyzed by (S)-Proline ...

Efficient ball-mill procedure in the 'green' asymmetric aldol reaction organocatalyzed by (S)-proline-containing dipeptides in the presence of water. Tetrahedron 2011, 67 (36), 6953-6959.

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Pioneers in this field, Bolm et al., reported that the asymmetric aldol reaction under solvent-free conditions and catalyzed by (S)-proline (10 mol%) in a ball mill, employing a 1.1: 1 ketone/aldehyde ratio, proceeded efficiently to give selectively the anti-aldol diastereomeric products in high yields and with up to 99% enantiomeric excess ...

Highly Efficient Asymmetric Direct Stoichiometric Aldol ...

Angewandte Chemie DOI: 10.1002/ange.200703606 Asymmetric Synthesis Highly Efficient Asymmetric Direct Stoichiometric Aldol Reactions on/in Water** Junmin Huang, Xiaotong Zhang, and Daniel W. Armstrong* Many enzymes catalyze reactions in water under mild example, proline-catalyzed aldol reactions[10] can only afford conditions with high efficiency …

A highly efficient asymmetric organocatalytic aldol ...

Anti-aldol products with up to >99 % enantiomeric excess (ee) have been obtained by proline catalysis in excellent yields under experimentally simple solvent-free conditions. Efficient mixing of all the components is accomplished by applying a …

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Efficient ball-mill procedure in the 'green' asymmetric ...

The organocatalytic activity of (S)-proline-based dipeptides 1a–c has been evaluated in the asymmetric aldol reaction between representative ketones with various aromatic aldehydes under solvent-free conditions in a ball mill.In particular, the methyl ester of (S)-proline-(S)-tryptophan, (S,S)-1c, proved to be an efficient organocatalyst, and the aldol …

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José G. Hernández – Senior Research Associate – Ruđer ...

Efficient Ball-Mill Procedure in the "Green" Asymmetric Aldol Reaction Organocatalyzed by (S)-Proline-Containing Dipeptides in the Presence of Water Tetrahedron Sept. 2011 The organocatalytic activity of (S)-proline-based dipeptides 1a–c has been evaluated in the asymmetric aldol reaction between representative ketones with various ...

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ChemInform Abstract: Efficient Organocatalyzed Solvent ...

ChemInform Abstract: Efficient Ball-Mill Procedure in the ′Green′ Asymmetric Aldol Reaction Organocatalyzed by (S)-Proline-Containing Dipeptides in the Presence of Water. Article Sep 2011

Asymmetric Organocatalytic Reactions under Ball Milling ...

ChemInform Abstract: Efficient Ball-Mill Procedure in the ′Green′ Asymmetric Aldol Reaction Organocatalyzed by (S)-Proline-Containing Dipeptides in the Presence of Water. Article Sep 2011

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Efficient ball-mill procedure in the 'green' asymmetric aldol reaction organocatalyzed by (S)-proline-containing dipeptides in the presence of water. Tetrahedron 2011, 67 (36), 6953-6959. DOI: 10.1016/j.tet.2011.06.042.

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Rodriguez B, Bruckmann A, Bolm C.A Highly Efficient Asymmetric OrganocatalyticAldol Reaction in a Ball Mill.ChemEurJ2007; 13: 4710-4722. Hernandez J G, Juaristi E. Efficient ball-mill procedure in the 'green' asymmetric aldol reaction organocatalyzed by (S)-proline-containing dipeptides in the presence of water. …

Recent applications of organocatalysts in asymmetric aldol ...

An efficient, solvent-free ball-milling procedure for the asymmetric aldol reaction was described by Juaristi et al. using a novel series of (S)-proline-containing dipeptides and thiodipeptides as organocatalysts. 104 The best organocatalysts for the following reaction were thiodipeptides 96 . Download : Download full-size image; Scheme 79.

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Aldol reaction. Since the origin of organocatalysis, the asymmetric aldol reaction has been one of the most intensely studied reactions, providing an easy access to chiral β-hydroxycarbonyl compounds, which are important building blocks for various bioactive molecules .Among different organocatalysts used for asymmetric aldol reactions, proline …

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‪Dr. José G. Hernández‬ - ‪Google Scholar‬

Efficient ball-mill procedure in the 'green'asymmetric aldol reaction organocatalyzed by (S)-proline-containing dipeptides in the presence of water JG Hernández, E Juaristi Tetrahedron 67 (36), 6953-6959, 2011

Solvent-free asymmetric aldol reaction ... - …

An efficient, solvent-free ball-milling protocol for the asymmetric aldol reaction between cyclohexanone and cyclopentanone with various aromatic aldehydes using a novel series of (S)-proline-containing dipeptides and thiodipeptides 1a–f as organocatalysts is reported.In general, (S)-proline-containing thiodipeptides proved to be better organocatalysts …

(PDF) Solvent-free asymmetric aldol reaction ...

The anti-aldol adduct was obtained in high yield and with Ball-Milling (HSBM) is a sustainable mechanochemical technique, good diastereo- and enantioselectivity (up to 69:31 dr, up to 88% which is being increasingly used in synthetic organic chemistry to ee).7 Recently, as part of our continuing interest in synthetic ap- promote several ...

(PDF) Proline−β 3 -Amino-Ester Dipeptides as Efficient ...

Efficient ball-mill procedure in the 'green' asymmetric aldol reaction organocatalyzed by ( S)-proline-containing dipeptides in the presence of water By Eusebio Juaristi Novel prolinamideeureas as organocatalysts for the asymmetric aldol reaction