Synlett

Proline-catalyzed ketone-aldehyde aldol reactions are accelerated by water

AI Nyberg, A Usano, PM Pihko

Index: Nyberg, Annika I.; Usano, Annina; Pihko, Petri M. Synlett, 2004 , # 11 p. 1891 - 1896

Full Text: HTML

Citation Number: 53

Abstract

The optimized conditions reported for the proline-catalyzed aldol reaction between ketone donors and aldehyde acceptors typically require the use of 30-40 mol% of proline and an large excess of ketone in anhydrous DMSO (or DMF). [1] With more expensive ketones as donors, this is neither economical nor practical because it complicates the purification of the product, particularly if a substantial excess of the ketone is used and the ketone is not volatile. This is especially ...

Related Articles:

Amino acid catalyzed direct asymmetric aldol reactions: a bioorganic approach to catalytic asymmetric carbon-carbon bond-forming reactions

[Sakthivel; Notz; Bui; Barbas III Journal of the American Chemical Society, 2001 , vol. 123, # 22 p. 5260 - 5267]

L-Proline catalysed asymmetric aldol reactions in PEG-400 as recyclable medium and transfer aldol reactions

[Chandrasekhar; Reddy, N. Ramakrishna; Sultana, S. Shameem; Narsihmulu; Reddy, K. Venkatram Tetrahedron, 2006 , vol. 62, # 2-3 p. 338 - 345]

C [sbnd] C Asymmetric Bond Formation Mediated by Optically Active Sulfoxides

[Cinquini, Mauro Phosphorus and Sulfur and the Related Elements, 1985 , vol. 24, p. 39 - 72]

More Articles...