1117-74-4Relevant articles and documents
Electrochemically Supported Reformatsky Reaction: A Convenient Preparation of 2-Substituted 1-Ethyl 3-Oxoalkanedioates
Schwarz, Karl-Heinz,Kleiner, Katharina,Ludwig, Ralf,Schick, Hans
, p. 4013 - 4015 (1992)
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Production and upgrading of 5-hydroxymethylfurfural using heterogeneous catalysts and biomass-derived solvents
Gallo, Jean Marcel R.,Alonso, David Martin,Mellmer, Max A.,Dumesic, James A.
, p. 85 - 90 (2013)
High yields of HMF from glucose can be achieved using biomass-derived solvents and a combination of solid Lewis and Bronsted catalysts in a salt-free reaction system. The HMF produced in this system can be oxidized to FDCA or hydrogenated to DMF, both being high-value chemicals.
Free-Radical Carbocyanation of Olefins
Hassan, Haitham,Pirenne, Vincent,Wissing, Maren,Khiar, Chahinaz,Hussain, Ashique,Robert, Frédéric,Landais, Yannick
, p. 4651 - 4658 (2017)
The free-radical three-component carbocyanation of electron-rich olefins was investigated with p-tosyl cyanide as cyanide source. The scope and limitations of the process were established by varying the nature of the alkene and radical precursor. Carbocyanation of chiral allylsilanes was shown to occur with high diastereocontrol, leading to syn β-silyl nitriles. The origin of the stereocontrol was rationalized by a Felkin–Anh-type transition-state model. Finally, a tin-free carbocyanation process was also devised, based on the use of a new alkylsulfonyl cyanide incorporating both carbon fragments to be added across the olefinic π system.
A FACILE SYNTHESIS OF 4-OXO CARBOXYLIC ACIDS FROM γ-BUTYROLACTONE
Fuentes, Lelia M.,Larson, Gerald L.
, p. 271 - 274 (1982)
An efficient, high-yield, three-step preparation of 4-oxo carboxylic acids from γ-butyrolactone via silylation and reaction with a Grignard reagent is presented.
Stereoselective Synthesis of Polysubstituted Tetrahydropyranones via Acid-Promoted Cyclization of β-Silyl-γ-ethylidene-γ-butyrolactones with Aldehydes and Ketones
Ariyoshi, Shoma,Sakaguchi, Kazuhiko,Nishimura, Takahiro
, p. 11884 - 11894 (2021/09/02)
β-Silyl-γ-ethylidene-γ-butyrolactone upon one-pot treatment with aldehydes and ketones in the presence of Lewis acids underwent a tandem Hosomi-Sakurai/Prins cyclization to give polysubstituted tetrahydropyranones stereoselectively. Various aldehydes and ketones can be used in this reaction to produce the corresponding tetrahydropyranones. The optical purity of the starting γ-butyrolactone was substantially retained in the resulting tetrahydropyranones.
Palladium(II)-Catalyzed C(sp 3)-H Activation of N,O-Ketals towards a Method for the β-Functionalization of Ketones
Ho, Danny K.H.,Calleja, Jonas,Gaunt, Matthew J.
, p. 454 - 458 (2019/02/26)
A method for the formal β-functionalization of aliphatic ketones via a palladium-catalyzed sp 3 C-H activation pathway is reported. An N,O-ketal directs an aliphatic C-H carbonylation to form γ-lactams which upon hydrolysis generate γ-keto carb
