1020270-23-8Relevant articles and documents
The Cyclohexa-2,5-dienyl Group as a Placeholder for Hydrogen: Organocatalytic Michael Addition of an Acetaldehyde Surrogate
Chen, Weiqiang,Fang, Huaquan,Xie, Kaixue,Oestreich, Martin
, p. 15126 - 15129 (2020/10/23)
An aldehyde with a cyclohexa-2,5-dienyl group in the α-position is introduced as a storable surrogate of highly reactive acetaldehyde. The cyclohexa-2,5-dienyl unit is compatible with an enantioselective Michael addition to nitroalkenes promoted by a Haya
Stereochemical Control of Enzymatic Carbon–Carbon Bond-Forming Michael-Type Additions by “Substrate Engineering”
Miao, Yufeng,Tepper, Pieter G.,Geertsema, Edzard M.,Poelarends, Gerrit J.
supporting information, p. 5350 - 5354 (2016/11/22)
The enzyme 4-oxalocrotonate tautomerase (4-OT) promiscuously catalyzes the Michael-type addition of acetaldehyde to β-nitrostyrene derivatives to yield chiral γ-nitroaldehydes, which are important precursors for pharmaceutically active γ-aminobutyric acid
Asymmetric synthesis of γ-nitroesters by an organocatalytic one-pot strategy
Jensen, Kim L.,Poulsen, Pernille H.,Donslund, Bjarke S.,Morana, Fabio,Jorgensen, Karl Anker
supporting information; experimental part, p. 1516 - 1519 (2012/06/05)
An enantioselective synthesis of γ-nitroesters by a one-pot asymmetric Michael addition/oxidative esterification of α,β- unsaturated aldehydes is presented. The procedure is based on merging the enantioselective organocatalytic nitroalkane addition with an N-bromosuccinimide-based oxidation. The γ-nitroesters are obtained in good yields and enantioselectivities, and the method provides an attractive entry to optically active γ-aminoesters, 2-piperidones, and 2-pyrrolidones.
