Title
Extractive biocatalysis in the asymmetric reduction of α-alkyl, β-aryl enones by Baker’s yeast
Author
Rafaela M. Silva, Laura T. Okano, J. Augusto R. Rodrigues, Giuliano C. Clososki
Year
2017
Journal
Tetrahedron: Asymmetry
Abstract
We prepared various chiral α-alkyl, β-aryl ketones with good to excellent enantiomeric excess through the Baker’s yeast asymmetric double-bond reduction of the corresponding α,β-unsaturated substrates adsorbed onto the resin Amberlite XAD-7. This methodology was compatible with substrates bearing both electron-donating and withdrawing groups attached to the aromatic ring. Elongation of the α-alkyl substituent of the starting material strongly affected the reactivity and enantioselectivity of the reaction.
Instrument
J-810
Keywords
Circular dichroism, Absolute configuration