1047973-99-8Relevant articles and documents
Enantioselective Flow Synthesis of Rolipram Enabled by a Telescoped Asymmetric Conjugate Addition-Oxidative Aldehyde Esterification Sequence Using in Situ-Generated Persulfuric Acid as Oxidant
Nagy, Bence S.,Llanes, Patricia,Pericas, Miquel A.,Kappe, C. Oliver,?tv?s, Sándor B.
, (2022/02/05)
A novel approach is reported for the enantioselective flow synthesis of rolipram comprising a telescoped asymmetric conjugate addition-oxidative aldehyde esterification sequence followed by trichlorosilane-mediated nitro group reduction and concomitant la
Biocatalytic Michael-type additions of acetaldehyde to nitroolefins with the proline-based enzyme 4-oxalocrotonate tautomerase yielding enantioenriched γ-nitroaldehydes
Geertsema, Edzard M.,Miao, Yufeng,Tepper, Pieter G.,Dehaan, Pim,Zandvoort, Ellen,Poelarends, Gerrit J.
supporting information, p. 14407 - 14410 (2013/11/06)
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
Chiral ionic liquids bearing O-silylated α,α-diphenyl (S)- Or (R)-prolinol units: Recoverable organocatalysts for asymmetric michael addition of nitroalkanes to α,β-enals
Maltsev, Oleg V.,Kucherenko, Alexandr S.,Beletskaya, Irina P.,Tartakovsky, Vladimir A.,Zlotin, Sergei G.
supporting information; experimental part, p. 2927 - 2933 (2010/08/07)
Chiral ionic liquids bearing O-silylated α,α-diphenyl (S)- or (R)-prolinol units tagged to the imidazolium cation were synthesized and their activity as catalysts in the Michael addition of nitroalkanes to α,β-unsaturated aldehydes was evaluated. Respective (S) or (R) adducts were obtained in the reactions in high yields (up to 95 %) and with high enantio-selectivity (up to 99% ee). Remarkably, the immobilized orgariocatalysts could be used five times without any decrease in product: yields or ee values. (R)-Michael adducts could be easily transformed into the most active (R) enantiomers of medications Phenibut, Baclofen, and Rolipram for the treatment of CNS disorders.