efficient ball mill procedure in the ＆green＊ 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 ...

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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 …

ChemInform Abstract: Efficient Ball‐Mill Procedure in the ′Green′ Asymmetric Aldol Reaction Organocatalyzed by (S)‐Proline‐Containing Dipeptides in the Presence of Water. Jose G. Hernandez; Eusebio Juaristi; First Published: 29 December 2011

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. By Panagiota R.

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

Efficient ball-mill procedure in the 'green' asymmetric aldol reaction organocatalyzed by (S)-proline-containing dipeptides in the presence of water Tetrahedron, 67 ( 2011 ), pp. 6953 - 6959 Article Download PDF View Record in Scopus Google Scholar

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. …

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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.

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 mechanochemical technique (ball milling). The catalysis is air and moisture tolerant and can …

ment of asymmetric organocatalysis". Exploring the combina-tion of organocatalysis with ball mills, Bolm and co-workers investigated the (S)-proline-catalysed aldol reaction between ketones (1) and aromatic aldehydes (2) (Scheme 1).[125,126] They found that using 10 mol % of (S)-proline (C1) in a ball-mill with rotation speeds between 250 ...

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 …

BINAM-prolinamides are very efficient catalyst for the synthesis of non-protected and N-benzyl isatin derivatives by using an aldol reaction between ketones and isatins under solvent-free conditions. The results in terms of diastereo- and enantioselectivities are good, up to 99% de and 97% ee, and higher to those previously reported in the literature under similar …

General procedure for the intermolecular aldol reaction catalyzed by dipeptide 1d under ball milling activation. A mixture of cyclohexanone 2 (0.5 mmol), substituted benzaldehyde 3a – n (0.25 mmol) and catalyst 1d (10 mol %), was milled for 0.5 h at 15 Hz at room temperature in a MM200 RETSCH mill, in a 5-mL grinding jar and 2 grinding balls ...

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).

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

[23] Hernández J.G., Juaristi E., Efficient ball-mill procedure inthe 'green' asymmetric aldol reaction organocatalyzed by(S)-proline-containing dipeptides in the presence of water,Tetrahedron, 2011, 67, 6953-6959.

efficient ball mill procedure in the 'green' asymmetric aldol reaction. 2020/07/10. Efficient ballmill procedure in the 'green' asymmetric Sep 09, 2011 The organocatalytic activity of (S)prolinebased dipeptides 1a–c has been evaluated in the asym

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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. By Eusebio Juaristi. Solvent-free asymmetric aldol reaction organocatalyzed by ( S)-proline-containing thiodipeptides under ball-milling conditions.

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

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 ...

The asymmetric aldol reaction of an industrially viable synthesis of funapide, a promising analgesic agent, was studied with a range of squaramide catalysts. Compared to previously employed thiourea structures, these catalysts provided a non-negligible improvement in the enantioselectivity of the reaction, while keeping similar activity.

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).

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 …

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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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 …

The desired aldol products were obtained in high yields (up to 94%) and good enantioselectivities (up to 97% ee). 17a In addition, Li and co-workers examined dipeptide ( 1c -OH) in the asymmetric aldol reaction of different ketones and aldehydes in solid phase media (Al 2 O 3 ), using 1,4-diazabicyclo[2.2.2]octane as additive, observing ...