92035-54-6

Upstream product

• 487-68-3 mesytaldehyde 
• 1730-25-2 allylmagnesium bromide 
• 13911-49-4 allyltriethyllead 
• 107-05-1 3-chloroprop-1-ene 
• 7393-43-3 tetraallyl tin 
• 2403-51-2 2-(4-methylphenyl)-1,3-dioxolane 
• 106-95-6 allyl bromide 
• 64761-29-1 mesitaldehyde dimethylacetal 
• 413601-58-8 1,1-diacetoxy-1-(2,4,6-trimethylphenyl)methane 
• 591-87-7 Allyl acetate 
• 108-24-7 acetic anhydride 
• 24850-33-7 allyltributylstanane 

Downstream Products

• 37014-90-7 5-mesityldihydrofuran-2(3H)-one 
• 53389-56-3 (E)-4-mesityl-3-buten-2-one 
• 1416168-54-1 (E)-6-(4-hydroxy-4-mesitylbut-1-enyl)-2,2-dimethyl-4H-1,3-dioxin-4-one 
• 60340-28-5 1-phenylhex-5-en-3-ol 

Relevant academic research and scientific papers

Photocatalytic Umpolung Synthesis of Nucleophilic π-Allylcobalt Complexes for Allylation of Aldehydes

The concept of "umpolung"reactivity of π-allylmetal complexes has been developed as a powerful method for the allylation of aldehydes. This paper describes the photocatalytic umpolung strategy for the synthesis of nucleophilic allylcobalt complexes through a single-electron-transfer (SET) process. This strategy enables the metallaphotoredox allylation of carbonyls with allyl acetate using organic N,N-diisopropylethylamine as the terminal reductant bypassing the use of a stoichiometric amount of metals. Ultraviolet-visible spectroscopy was used to monitor the redox changes of cobalt in the reaction.

A Mechanochemical Zinc-Mediated Barbier-Type Allylation Reaction under Ball-Milling Conditions

A ball-milling-enabled zinc-mediated Barbier-type allylation reaction is reported. Notably, running the reaction in this manner renders it effective irrespective of the initial morphology of the zinc metal. The process is operationally simple, does not re

Nucleo-Palladation-Triggering Alkene Functionalization: A Route to γ-Lactones

An unprecedented strategy for the highly effective synthesis of γ-lactones from homoallylic alcohols was achieved by palladium catalysis in one step. The protocol affords aryl, alkyl, and spiro γ-lactones directly from readily available homoallylic alcohols in good yields with excellent functional group tolerance and high chemoselectivity under mild conditions.

An organoantimony complex with intramolecular N?→?Sb coordination as effective and recyclable catalyst for the allylation of aldehydes with tetraallyltin

An air-stable hypervalent organoantimony (III) triflate complex (PhN(CH2C6H4)2SbOSO2CF3) having intramolecular N?→?Sb coordination was synthesized and characterized by techniques such as s

Diastereoselective oxidative α-amination of aliphatic aldehydes catalyzed by iodine: Synthesis of syn-γ-hydroxy-α-amino acetals

Aldehydes can react with secondary amines to give α-amino acetals via the α-amination of aliphatic aldehydes catalyzed by iodine. The presence of an asymmetric hydroxylated center at the γ-position of the aldehyde was found to induce the stereoselective a

Synthesis of 6-substituted salicylates via biomimetic aromatization utilizing the cross metathesis of a vinyl dioxinone with homoallylic alcohols

We herein report biomimetic syntheses of 6-substituted salicylates from the cross metathesis of 2,2-dimethyl-6-vinyl-1,3-dioxin-4-one with homoallylic alcohols, oxidation, and aromatization of the intermediate enone-dioxinones. Of particular note is the u

METHOD FOR FORMING ALLYLIC ALCOHOLS

A method of performing a chemical reaction includes reacting an allyl donor and a substrate in a reaction mixture, and forming a homoallylic alcohol in the reaction mixture. The substrate may be an aldehyde or a hemiacetal. The reaction mixture includes a ruthenium catalyst, carbon monoxide at a level of at least 1 equivalent relative to the substrate, and water at a level of at least 1 equivalent relative to the substrate, and an amine at a level of from 0 to 0.5 equivalent relative to the substrate. The reaction mixture may also include a halide, and the equivalents of the amine may be similar to those of the halide. The reacting includes maintaining the reaction mixture at a temperature of at least 40°C. The method may be catalytic in metal, environmentally benign, amenable to large-scale applications, and applicable to a wide range of substrates.

Catalytic, nucleophilic allylation of aldehydes with allyl acetate

(Chemical Equation Presented) A new catalytic allylation of aldehydes has been developed that employs allyl acetate as the allylating reagent. Under catalysis by ruthenium trichloride (3 mol %) in the presence of carbon monoxide (30 psi), water (1.5 equiv), and Methylamine (0.1 equiv), a wide range of aromatic, olefinic, and aliphatic aldehydes are efficiently allylated under mild conditions (70 °C, 24-48 h). The stoichiometric byproducts of this reaction are carbon dioxide and acetic acid.

Mild and efficient allylation of aldehydes by using copper fluorapatite as catalyst

A facile synthesis of homoallylic alcohols is achieved by the allylation of aldehydes with allylicmetal reagents or allyl halides using copper fluorapatite (CuFAP) as catalyst under mild reaction conditions. A variety of aldehydes were converted to the co

Simple, one-pot procedure for the generation of homoallylic alcohols from barbier-type allylation of gem-diacetates in the presence of β-cyclodextrin in water

A novel and highly efficient allylation of gem-diacetates using allylbromide has been developed in aqueous medium catalyzed by β-cyclodextrin in the presence of Zn-mediated Barbier-type allylation to afford the corresponding homoallylic alcohols in good y