(R)‐Selective Nitroaldol Reaction Catalyzed by Metal‐Dependent Bacterial Hydroxynitrile Lyases. Issue 13 (20th May 2016)

• Record Type: Journal Article
• Authors: Bekerle‐Bogner, Myria; Gruber‐Khadjawi, Mandana; Wiltsche, Helmar; Wiedner, Romana; Schwab, Helmut; Steiner, Kerstin
• Is Part Of: ChemCatChem. Volume 8:Issue 13(2016)
• Page Start: 2214
• Page End: 2216
• Publication Date: 2016-05-20
• Subjects: biocatalysis -- enantioselectivity -- enzymes -- Henry reaction -- nitro alcohols; Catalysis -- Periodicals; 541.39505
• DOI: 10.1002/cctc.201600150
• Languages: English
• ISSNs: 1867-3880

Abstract

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. Abstract : One enzyme, two reactions : Bacterial hydroxynitrile lyases (HNLs) with a cupin fold couple nitromethane or nitroethane and aldehydes to yield ( R )‐β‐nitro alcohols with up to 90 % conversion and up to ≥99 % enantiomeric excess.