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).

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 [Hernández and Juaristi, 2012a]

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.

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 …

Ionic liquids as 'green solvents' are becoming ever more important in a wide variety of chemical applications. Certain ionic liquids, based on the imidazolium cation in particular, have been shown to be suitable for solubilising lignocellulosic

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.

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 …

Efficient ball-mill procedure in the 'green' asymmetric aldol reaction organocatalyzed by (S)-proline-containing dipeptides in the presence of water. Tetrahedron 2011, DOI: 10.1016/j.tet.2011.06.042. Subodh Kumar, Sanny Verma, Suman L. Jain, Bir Sain.

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 …

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(2011) 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 – 6959 OpenUrl CrossRef

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

[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.

Recently, ball-milling (mechanical grinding) has emerged as a powerful tool for effecting a chemical reaction in a greener way. 7 A variety of reactions …

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

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 …

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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.

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 ...

Sulfoximines as Ligands in Copper-Catalyzed Asymmetric Vinylogous Mukaiyama-Type Aldol Reactions P. Rémy, M. Langner, C. Bolm, Org. Lett. 2006, 8, 1209–1211. Ligand effects in aluminium-catalyzed asymmetric Baeyer-Villiger reactions

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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 …

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).

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

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 ...

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 …

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.