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
Addition reaction of acetaldehyde and nitroolefin in presence of chiral bicyclo guanidine catalyst
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Paragraph 0019, (2016/11/14)
The invention provides an addition reaction of acetaldehyde and nitroolefin in presence of a chiral bicyclo guanidine catalyst. The addition reaction of acetaldehyde and nitroolefin in presence of the chiral bicyclo guanidine catalyst comprises the following steps: S1, mixing nitroolefin like substance 1 with a catalyst in a solvent, adding acetaldehyde soluble in the solvent, and mixing; and S2, quenching the mixture obtained in the step S1 with strong acid, extracting, drying, and concentrating, so that an addition product is obtained. The addition reaction of acetaldehyde and nitroolefin in presence of the chiral bicyclo guanidine catalyst has the advantages that a specific catalyst is selected, a Michael addition reaction product with high catalysis efficiency and simple preparation route is obtained, and technical support is provided for further preparation of related organic compounds and natural product intermediates, so that the addition reaction of acetaldehyde and nitroolefin in presence of the chiral bicyclo guanidine catalyst has great application significance.
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.