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

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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 ...