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

Naziroglu, Hayriye; Durmaz, Mustafa; BOZKURT, SELAHATTİN; Demir, Ayhan; Sirit, Abdulkadir

doi:10.1016/j.tetasy.2012.01.008

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

Naziroglu H. N., Durmaz M., BOZKURT S., Demir A. S., Sirit A.

Tetrahedron Asymmetry, cilt.23, sa.2, ss.164-169, 2012 (SCI-Expanded, Scopus)

Yayın Türü: Makale / Tam Makale
Cilt numarası: 23 Sayı: 2
Basım Tarihi: 2012
Doi Numarası: 10.1016/j.tetasy.2012.01.008
Dergi Adı: Tetrahedron Asymmetry
Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
Sayfa Sayıları: ss.164-169
Uşak Üniversitesi Adresli: Evet

Özet

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). © 2012 Elsevier Ltd. All rights reserved.