52867-34-2Relevant academic research and scientific papers
Gold(I)-assisted α-allylation of enals and enones with alcohols
Mastandrea, Marco Michele,Mellonie, Niall,Giacinto, Pietro,Collado, Alba,Nolan, Steven P.,Miscione, Gian Pietro,Bottoni, Andrea,Bandini, Marco
supporting information, p. 14885 - 14889 (2016/02/05)
The intermolecular α-allylation of enals and enones occurs by the condensation of variously substituted allenamides with allylic alcohols. Cooperative catalysis by [Au(ItBu)NTf2] and AgNTf2 enables the synthesis of a range of densely functionalized α-allylated enals, enones, and acyl silanes in good yield under mild reaction conditions. DFT calculations support the role of an α-gold(I) enal/enone as the active nucleophilic species. A golden ally in allylation: In a gold(I)-assisted formal α-allylation of acrylaldehyde, enones, and acyl silanes with alcohols, allenamides were used as precursors to intermediate α-gold-substituted unsaturated carbonyl compounds. The transformation enabled the synthesis of a diverse range of products under mild conditions (see scheme; ItBu=1,3-di(tert-butyl)imidazol-2-ylidene).
ORGANOTINS AS ETHERIFICATION CATALYSTS. III. ETHERIFICATIONS AND HYDRO-HYDROXY-ELIMINATIONS PROMOTED BY BUTYLTIN TRICHLORIDE
Marton, Daniele,Slaviero, Pierangelo,Tagliavini, Giuseppe
, p. 7099 - 7108 (2007/10/02)
Butyltin trichloride, as a catalyst precursor, promotes the following processes: (i) etherification of 2,3-unsaturated alcohols, (ii) etherification of functional diols, (iii) cyclization of 2,5-hexanedione, and (iv) dehydration of cyclic diols.Many examples are reported.
Carbonylation of allylic ethers to esters
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, (2008/06/13)
A method is disclosed for the production of esters by reaction of an allylic ether with carbon monoxide in the presence of a catalytically effective amount of a Group VIII noble metal catalyst and halide compound to obtain esters. The halide compound is present in an amount sufficient to prevent the catalyst from being converted into a Group VIII metal during the reaction. When the reaction is conducted in the presence of a quaternary ammonium salt the ester may be extracted by solvent extraction to minimize catalyst decomposition caused when extractive distillation is used to separate the ester.
