144759-86-4Relevant articles and documents
Palladium-Catalyzed, Atmospheric Pressure Carbonylation of Allylic Halides under the Influence of Sodium Hydroxide or Alkoxides. A Facile Synthesis of β,γ-Unsaturated Acids
Okano, Tamon,Okabe, Nobuyuki,Kiji, Jitsuo
, p. 2589 - 2593 (1992)
The palladium-catalyzed, atmospheric-pressure carboxylation of allylic halides occurs readily in an aqueous sodium hydroxide/organic solvents two-phase system, giving β,γ-unsaturated acids.Phosphine complexes (I, L=m-(Ph2P)C6H4SO3Na; II, L=Ph3P) or Na2 (III) can be used as the catalyst.Atmospheric-pressure alkoxycarbonylation is realized under the influence of a homogeneous alcoholic solution of sodium alkoxide.Phosphine-free palladium complexes, such as 2 or III, are the favored catalyst. β,γ-Unsaturated esters are obtained in high yields.
Monoallylation and benzylation of dicarbonyl compounds with alcohols catalysed by a cationic cobalt(iii) compound
Chandra Sau, Mohan,Mandal, Smita,Bhattacharjee, Manish
, p. 9235 - 9245 (2021/03/16)
Monoallylation and monoalkylation of diketones and β-keto esters with allylic and benzylic alcohols catalysed by [Cp*Co(CH3CN)3][SbF6]2(I) are reported. The method does not require any additive and affords regioselective products. The mechanistic investigations were done byin situ1H NMR spectroscopy as well as control experiments. It has been shown that reactions proceedviaη3-allyl complex formation or ally ether intermediate. The alkylation takes placeviaonly ether intermediate. The resulting allylated and alkylated products have been used for the synthesis of eleven new trisubstituted pyrazoles and one pyrazolone.
Radical-Cation Cascade to Aryltetralin Cyclic Ether Lignans Under Visible-Light Photoredox Catalysis
Wang, Qian,Xiang, Jia-Chen,Zhu, Jieping
supporting information, p. 21195 - 21202 (2020/09/17)
The development of concise, sustainable, and cost-effective synthesis of aryltetralin lignans, bearing either a fused lactone or cyclic ether, is of significant medicinal importance. Reported is that in the presence of Fukuzumi's acridinium salt under blue LED irradiation, functionalized dicinnamyl ether derivatives are converted into aryltetralin cyclic ether lignans with concurrent generation of three stereocenters in good to high yields with up to 20:1 diastereoselectivity. Oxidation of an alkene to the radical cation is key to the success of this formal Diels–Alder reaction of electronically mismatched diene and dienophile. Applying this methodology, six natural products, aglacin B, aglacin C, sulabiroin A, sulabiroin B, gaultherin C, and isoshonanin, are synthesized in only two to three steps from readily available biomass-derived monolignols. A revised structure is proposed for gaultherin C.