67964-41-4

Upstream product

• 82415-91-6 (+/-)-2-methylene-1,4-hexanediol 
• 201230-82-2 carbon monoxide 
• 67964-36-7 5-bromohex-5-en-3-ol 
• 108286-72-2 4-Hydroxy-2-methylene-hexanoic acid ethyl ester 
• 112601-92-0 2-Methylene-4-trimethylsilanyloxy-hexanenitrile 
• 72707-66-5 2-(bromomethyl)acrylic acid 
• 123-38-6 propionaldehyde 
• 111121-19-8 6,6-Bis-isopropylsulfanyl-5-methylsulfanylmethyl-hex-5-en-3-ol 
• 695-06-7 hexan-4-olide 
• 112601-87-3 4-Trimethylsilanyloxy-2-(triphenyl-λ⁵-phosphanylidene)-hexanenitrile 
• 688-99-3 5-hexen-3-ol 
• 82415-87-0 5-Trimethylsilanylmethyl-hex-5-en-3-ol 
• 111121-16-5 6,6-Bis-isopropylsulfanyl-5-methyl-hex-5-en-3-ol 
• 170501-45-8 5-ethyl-2-oxo-tetrahydro-furan-3-carbaldehyde 

Relevant academic research and scientific papers

Novel synthesis, cytotoxic evaluation, and structure-activity relationship studies of a series of α-alkylidene-γ-lactones and lactams

5-Alkyl- and 5-arylalkyl-3-methylenedihydrofuran-2-ones 13a-e, 3-alkylidenedihydrofuran-2-ones 18a-c, and 3-methylenepyrrolidin-2-ones 16a-e were synthesized utilizing ethyl 2-diethoxyphosphoryl-4-nitroalkanoates 9a-e as common intermediates. All obtained

Palladium(II)-catalyzed aerobic intermolecular cyclization of acrylic acid with alkenes to α-methylene-γ-butyrolactones

The methodology in this article is a palladium(II)/copper(II)- or palladium(II)-catalyzed intermolecular cyclization of acrylic acid with alkenes to produce α-methylene-γ-butyrolactone derivatives using molecular oxygen as an environmentally benign oxidant. In this system, the carboxylato, especially trifluoroacetato, or trimethylacetato ligand, plays a quite important role to afford a high catalytic activity by suppressing the deposition of palladium(0) black. Copyright

New antifungal scaffold derived from a natural pharmacophore: Synthesis of α-methylene-γ-butyrolactone derivatives and their antifungal activity against Colletotrichum lagenarium

Thirty new and thirty-four known analogues were designed and synthesized to improve the potential use of the α-methylene-γ-butyrolactone ring, a natural pharmacophore. All structures were confirmed by 1H and 13C NMR, MS, and single-c

METHOD FOR PRODUCING CYCLIC UNSATURATED COMPOUND

The present invention provides a method for producing a cyclic unsaturated compound, which sufficiently suppresses generation of acyclic unsaturated compounds and permits excellent yield and reaction rate. Such a method for producing a cyclic unsaturated compound is a method for producing a cyclic unsaturated compound by reacting an a, ?-unsaturated carboxylic acid with an unsaturated organic compound, wherein the method comprises a step of reacting the a, ?-unsaturated carboxylic acid with the unsaturated organic compound in the presence of a catalyst.

2-Diethoxyphosphoryl-4-nitroalkanoates - Versatile intermediates in the synthesis of α-alkylidene-γ-lactones and lactams

Michael addition of various nitroalkanes 7a-f to ethyl (2- diethoxyphosphoryl)acrylate (6) gave 2-diethoxyphosphoryl-4-nitroalkanoates 8a-f. Transformation of the nitro functionality into hydroxy or amino group and cyclization yielded 3-(diethoxyphosphory

Synthesis and biological activity of α-methylene-γ-lactones as new aroma chemicals

Seven kinds of α-methylene-γ-lactones with an alkyl group at the C-4 position were synthesized according to a previously described method, with yields of 28-34%. These α-methylene-γ-lactones had characteristic and unique odors. All α-methylene-γ-lactones added a roast-like odor to materials. The antimicrobial effects of α-methylene-γ-lactones were investigated by using a paper disk diffusion method. The results showed the α-methylene-γ-lactones inhibited the growth of three bacteria (Staphylococcus aureus, Escherichia coli, and Pseudomonas fluorescens) and two fungi (Saccharomyces cerevisiae and Aspergillus niger). In particular, α-methylene-γ-undecalactone and α-methyleneγ-dodecalactone exhibited potent inhibition of the growth of these microorganisms compared to butyl p-hydroxybenzoate as standard antibiotic. The umu test revealed that the α-methylene-γ-lactones suppressed the SOS-inducing activity of three mutagens, furylfuramide, UV irradiation, and TrpP-1, respectively. The antimicrobial effects and the suppressive effects of SOS induction by α-methylene-γ-lactones had a tendency to intensify as the number of carbons in the side chain increased.

A New Synthesis of γ-Substituted α-Methylene-γ-butyrolactones (2-Methylene-4-alkanolides) using Catalysis by SnCl2/Amberlyst 15

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.

SYNTHESE VON γ-HYDROXYNITRILEN, γ-BUTYROLACTONEN UND α-METHYLENO-γ-BUTYROLACTONEN AUS EPOXIDEN UND NATRIUM-

The highly nucleophilic ylide-anion of sodium- attacks oxiranes by ring-opening.Depending on the work-up-conditions and the further reactions being employed, γ-hydroxynitriles, γ-butyrolactones or α-methyleno-γ-butyrolactones are obtained from the primary products thus formed.

Lithiated Dimethylketene Diisopropyl Dithioacetal as a Synthon of Homoenolate Dianion of Isobutyric Ester. An Application to the Synthesis of α-Methyllactones

Lithium anion of dimethylketene diisopropyl dithioacetal reacted with various kinds of electrophiles to afford γ-substituted products with high regioselectivity.The utility of the lithiated ketene dithioacetal, a novel homoenolate dianinon equivalent of isobutyric ester, was demonstrated in the synthesis of α-methylenelactones.

IMPROVED SYNTHESIS OF α-METHYLENE-γ-LACTONES VIA ORGANOTIN REAGENTS

The products of the reaction between aldehydes and the organotin reagent (1) have been converted to the corresponding α-methylene-γ-lactones in excellent yield under extremely mild conditions.