106549-54-6Relevant academic research and scientific papers
A new approach for the synthesis of α-methylene-γ-butyrolactones from α-bromomethylacrylic acids (or esters)
Zhou,Lu,Wu
, p. 481 - 487 (1992)
This paper reports that a new approach for the synthesis of α-methylene-γ-butyrolactones from the reaction of α-bromomethyl acrylic acid (or ester), powdered tin and carbonyl compounds in one pot with excellent to good yields.
Lead-promoted 2-carboethoxyallylation or 2-carboxylallylation of aldehydes: A new and facile method for the synthesis of α-methylene-γ-butyroactones
Zhou,Jia,Yao,Wu
, p. 2397 - 2406 (1996)
In the presence of powdered lead, the reaction of aldehydes and α-bromomethylacrylate (or α-bromomethylacrylic acid) can be carried out under mild condition, the products 4-hydroxy-2-methylenebutanoates (or 4-hydroxy-2-methylenebutanoic acids) can be easi
A New Synthesis of γ-Substituted α-Methylene-γ-butyrolactones (2-Methylene-4-alkanolides) using Catalysis by SnCl2/Amberlyst 15
Talaga, Patrice,Schaeffer, Marcel,Benezra, Claude,Stampf, Jean-Luc
, p. 530 (1990)
Reaction of α-bromomethylacrylic acid with aldehydes or ketones in an SnCl2/amberlyst 15/THF/H2O system affords 2-methylene-4-alkanolides in mostly good yields.
Catalytic Redox Chain Ring Opening of Lactones with Quinones to Synthesize Quinone-Containing Carboxylic Acids
Xu, Xiao-Long,Li, Zhi
, p. 5078 - 5081 (2019/09/03)
Catalytic ring opening of five- to eight-membered lactones with quinones is achieved through a redox chain mechanism. With low loading of a simple metal triflate Lewis acid catalyst and a chain initiator, C-H bonds of many quinones were efficiently functionalized with carboxylic acid-containing side chains. This method also features 100% atom economy and wide substrate scope. A novel route to the anti-asthma drug Seratrodast was developed. Mechanism study suggests that the redox chain reaction likely undergoes a carbocation intermediate.
Preparation method and applications of parthenolide analogues
-
Paragraph 0027; 0028; 0029; 0030, (2016/10/10)
The invention relates to a preparation method and applications of parthenolide analogues, and belongs to the field of organic synthesis. On the basis of reserving the main active group alpha-methylene-gamma-lactone and epoxide structure of parthenolide, series of compounds are designed by changing its framework, and its in-vitro antitumor activity is tested. Series of parthenolide analogues having biological activity are synthesized by a simple method, wherein two compounds are nontoxic to normal cells.
Titanocene(III) chloride mediated radical-induced one-pot synthesis of α-methylene-γ-butyrolactones
Paira, Moumita,Banerjee, Biplab,Jana, Samaresh,Mandal, Samir Kumar,Roy, Subhas Chandra
, p. 3205 - 3207 (2007/10/03)
A simple and efficient methodology has been developed for the one-pot preparation of α-methylene-γ-butyrolactones by free-radical induced Barbier-type reaction of methyl 2-(bromomethyl)acrylate and aldehydes followed by in situ lactonization. The radical
Palladium-catalyzed carbonyl allylation by 2-(hydroxymethyl)acrylate derivatives: Synthesis of α-methylene-γ-butyrolactones
Masuyama,Nimura,Kurusu
, p. 225 - 228 (2007/10/02)
Ethyl 2-(hydroxymethyl)acrylate derivatives serve as reagents for 2-ethoxycarnonylallylation of carbonyl compounds using PdCl2(PhCN)2-SnCl2 system to produce α-methylene-γ-butyrolactones diastereoselectively.
An SnCl2-Promoted α-Methylene-γ-butirolactone Synthesis in an Aqueous Medium
Uneyema, Kenji,Ueda, Kunimasa,Torii, Sigeru
, p. 1201 - 1202 (2007/10/02)
Reaction of α-bromomethylacrylic acid with aldehydes in an SnCl2-MeOCH2CH2OH-H2O system provides γ-substituted-α-methylene-γ-butirolactones.
