Title: ( R)-Selective Nitroaldol Reaction Catalyzed by Metal-Dependent Bacterial Hydroxynitrile Lyases.
Authors: Bekerle‐Bogner, Myria; Gruber‐Khadjawi, Mandana; Wiltsche, Helmar; Wiedner, Romana; Schwab, Helmut; Steiner, Kerstin
Abstract: The nitroaldol (Henry) reaction is a valuable C−C bond-forming reaction resulting in β-nitro alcohols, which are important building blocks for the synthesis of bioactive compounds. Metal-dependent bacterial hydroxynitrile lyases with a cupin fold couple nitromethane or nitroethane and various aldehydes to yield ( R)-β-nitro alcohols with up to 90 % conversion and up to ≥99 % enantiomeric excess.
Subjects: CYANOHYDRINS; NITROALDOL reactions; CHEMICAL reactions; LYASES; CATALYSIS
Publication: ChemCatChem, 2016, Vol 8, Issue 13, p2214
ISSN: 1867-3880
Publication type: Academic Journal
DOI: 10.1002/cctc.201600150

( R)-Selective Nitroaldol Reaction Catalyzed by Metal-Dependent Bacterial Hydroxynitrile Lyases.

Bekerle‐Bogner, Myria; Gruber‐Khadjawi, Mandana; Wiltsche, Helmar; Wiedner, Romana; Schwab, Helmut; Steiner, Kerstin