1001058-65-6Relevant 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
Remote sulfonamido group enhances reactivity and selectivity for asymmetric michael addition of nitroalkanes to α,β-unsaturated aldehydes
Huang, Yu-Chao,Uang, Biing-Jiun
supporting information, p. 2444 - 2448 (2014/11/07)
The pyrrolidine-camphorsulfonamide-based catalyst 1 a catalyzes the enantioselective conjugate addition of nitroalkanes to α,β- unsaturated aldehydes in the presence of five equivalents of water in iPrOH to give the corresponding chiral Michael adducts in good yields and high enantioselectivities (up to 99 % ee) with a catalyst loading as low as 1 mol%.
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.