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

Date

2012-01-31

Author

Naziroglu, Hayriye Nevin
DURMAZ, MUSTAFA
Bozkurt, Selahattin
Demir, Ayhan Sıtkı
SIRIT, ABDULKADİR

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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).

URI

https://hdl.handle.net/11511/51314

Journal

TETRAHEDRON-ASYMMETRY

DOI

https://doi.org/10.1016/j.tetasy.2012.01.008

Collections

Department of Chemistry, Article

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Citation Formats

H. N. Naziroglu, M. DURMAZ, S. Bozkurt, A. S. Demir, and A. SIRIT, “Application of L-prolinamides as highly efficient organocatalysts for the asymmetric Michael addition of unmodified aldehydes to nitroalkenes,” TETRAHEDRON-ASYMMETRY, pp. 164–169, 2012, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/51314.