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

作者:Chimni Swapandeep Singh*; Singh Sarbjit; Mahajan Dinesh
来源:Tetrahedron: Asymmetry , 2008, 19(19): 2276-2284.
DOI:10.1016/j.tetasy.2008.09.020

摘要

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 diastereoselectivity of up to >99:1.

  • 出版日期2008-10-6