Biocatalytic Michael-type additions of acetaldehyde to nitroolefins with the proline-based enzyme 4-oxalocrotonate tautomerase yielding enantioenriched γ-nitroaldehydes.
Journal: Chemistry (Weinheim An Der Bergstrasse, Germany)
Published:
Abstract
Call me Michaelase: The enzyme 4-oxalocrotonate tautomerase (4-OT) promiscuously catalyzes the Michael-type addition of acetaldehyde to a collection of aromatic and aliphatic nitroolefins with high stereoselectivity producing precursors of γ-aminobutyric acid (GABA) analogues.
Authors
Edzard Geertsema, Yufeng Miao, Pieter Tepper, Pim De Haan, Ellen Zandvoort, Gerrit Poelarends