Protonated (S)-prolinamide derivatives—water compatible organocatalysts for direct asymmetric aldol reaction

SS Chimni, S Singh, D Mahajan

Index: Singh Chimni, Swapandeep; Singh, Sarbjit; Mahajan, Dinesh Tetrahedron Asymmetry, 2008 , vol. 19, # 19 p. 2276 - 2284

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Citation Number: 64

Abstract

Protonated chiral (S)-prolinamide derivatives have been developed as water compatible highly efficient organocatalysts for a direct enantioselective aldol reaction. A simple protonated (S)-prolinamide organocatalyst prepared from l-proline and 3-nitroaniline catalyzes the aldol reaction of unmodified ketones and a variety of aromatic aldehydes yielding aldol product in high yield with enantioselectivities of up to 98% and ...