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Application of L-prolinamides as highly efficient organocatalysts for the asymmetric Michael addition of unmodified aldehydes to nitroalkenes

2012-01-31
Naziroglu, Hayriye Nevin
DURMAZ, MUSTAFA
Bozkurt, Selahattin
Demir, Ayhan Sıtkı
SIRIT, ABDULKADİR
The asymmetric Michael addition of aldehydes to nitroolefins was investigated using a combination of L-prolinamide derivatives and various acidic additives. (S)-1,1'-Bi-2-naphthol was found to be the most effective co-catalyst and afforded the nitroaldehyde products with excellent yields (up to 95%), enantiomeric excesses (up to 99%) and diastereoselectivity ratios (up to 99:1).