13504-77-3Relevant academic research and scientific papers
Study toward an asymmetric and catalytic synthesis of koumine
Loya, David Reyes,Maddaluno, Jacques,De Paolis, Micha?l
, p. 1388 - 1397 (2019/08/01)
A synthetic study of koumine, a natural product with a densely functionalized and inspiring heterocyclic skeleton, was conducted by exploring a strategy of desymmetrization of 1,3-cyclohexanedione by an intramolecular vinylation reaction of an enolate und
Flexible Total Synthesis of (±)-Aureothin, a Potent Antiproliferative Agent
Henrot, Matthias,Jean, Alexandre,Peixoto, Philippe A.,Maddaluno, Jacques,De Paolis, Micha?l
, p. 5190 - 5201 (2016/07/06)
Amenable to late-stage preparation of analogues, a flexible and convergent total synthesis of (±)-aureothin is presented. The strategy was based on a desymmetrization of α,α′-dimethoxy-γ-pyrone by a process combining 1,4-addition and alkylation of vinylogous enolate to stereoselectively reach the backbone of the target. Palladium-catalyzed cyanation of an elaborated and isomerizable E,Z dienyl motif followed by Pinner cyclization enabled the construction of the tetrahydrofuran motif while a first approach based on a late-stage oxidation was unsuccessful.
Biocatalyzed enantioselective reduction of activated C=C bonds: Synthesis of enantiomerically enriched α-halo-β-arylpropionic acids
Brenna, Elisabetta,Gatti, Francesco G.,Manfredi, Alessia,Monti, Daniela,Parmeggiani, Fabio
experimental part, p. 4015 - 4022 (2011/09/15)
The enantioselective biocatalyzed reduction of the C=C bond of some (Z)-methyl α-halo-β-arylacrylates was investigated. The reaction was performed by baker's yeast fermentation and Old Yellow Enzymes 1-3 mediated biotransformations. The final products wer
A simple synthesis of functionalized 3-bromocoumarins by a one-pot three-component reaction
Audisio, Davide,Messaoudi, Samir,Brion, Jean-Daniel,Alami, Mouad
experimental part, p. 1046 - 1051 (2010/04/25)
Functionalized 3-bromocoumarins 2 have been, prepared, by a simple one-pot bromination/Wittig/cyclization tandem process from methyl (triphenylphosphoranylidene)acetate, Nbromosuccinimide and a series of 2-hydroxybenzaldehydes. Owing to the commercial availability of salicylaldehyde derivatives, this approach offers such a diverse range of compounds that it fulfills the recent demand for the generation of large combinatorial chemical libraries based on the coumarin scaffold
