Asymmetric bioreductions of beta-nitro acrylates as a route to chiral beta2-amino acids.
[Structure: see text] Reductions of beta-nitroacrylates by Saccharomyces carlsbergensis old yellow enzyme is the key step in a concise route to optically active beta2-amino acids. The enzymatic reductions occur with 87-96% ee, with larger substrates providing greater stereoselectivities. This work extends enantioselective enzymatic alkene reductions to include acyclic systems with weakly coordinating substituents.
Swiderska
Magdalena A
MA
Department of Chemistry, University of Florida, Gainesville, Florida 32611, USA.
Stewart
Jon D
JD
D000179:Acrylates / Q000737:chemistry*; D000596:Amino Acids / Q000737:chemistry*; D010084:Oxidation-Reduction
D000179:Acrylates; D000596:Amino Acids; C036658:acrylic acid