81336-05-2

Upstream product

• 556-56-9 allyl iodid 
• 99-90-1 para-bromoacetophenone 
• 1730-25-2 allylmagnesium bromide 
• 911482-75-2 allylboronic acid 2,2-dimethyl-1,3-propanediol ester 
• 54655-41-3 B-allyl-1,3,2-dioxaborinane 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 865358-55-0 (±)-B-methoxy-10-phenyl-9-borabicyclo[3.3.2]decane 
• 15336-98-8 diallyldibutyltin 
• 7393-43-3 tetraallyl tin 
• 107-05-1 3-chloroprop-1-ene 
• 106-95-6 allyl bromide 

Relevant academic research and scientific papers

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

Self-assembled organic nanotube promoted allylation of ketones in aqueous phase

A self-assembled organic nanotube was found to promote the allylation of ketones in the aqueous phase.

Hydroxyl group-assisted palladium-catalyzed lactonization of homoallylic alcohols

A convenient and highly efficient synthesis of α-methylene-γ- lactones through the palladium(II)-catalyzed lactonization of homoallylic alcohols with alkynamides has been reported. The hydroxyl group in the terminal olefins cooperates with the amide in alkynamides to promote the cyclization by suppressing the β-H elimination. This process provides a route to construct naturally occurring biologically multifunctional α-methylene-γ- lactones. The time has come to.i?lactonize: α-Methylene- γ-lactones are synthesized through the PdII-catalyzed lactonization of homoallylic alcohols with alkynamides. The hydroxyl group in the terminal olefins cooperates with the amide in alkynamides to promote the cyclization by suppressing the β-H elimination. This provides a route towards naturally occurring biologically multifunctional α-methylene- γ-lactones. Copyright

Catalytic use of zinc amide for transmetalation with allylboronates: General and efficient catalytic allylation of carbonyl compounds, imines, and hydrazones

The efficient catalytic allylation of ketones, imines, and hydrazones with allylboronates using a catalytic amount of zinc amide is reported. In this reaction, the boron-to-zinc exchange process occurred smoothly to afford the corresponding allylzinc amides, and the desired allylation reactions proceeded in high efficiency (～0.1mol%). A mechanistic study revealed that transmetalation was a rate-determining step in the catalytic cycle, and also that the amide ligand on the zinc center played a key role in preparing reactive allylzinc species. Catalytic asymmetric allylations were also investigated, and high enantioselectivities were obtained using chiral diamine ligands. Copyright

Palladium-catalyzed allyl cross-coupling reactions with in situ generated organoindium reagents

Inter- and intramolecular palladium-catalyzed allyl cross-coupling reactions, using allylindium generated in situ from allyl halides and indium, is demonstrated. Allylindium compounds may be effective nucleophilic coupling partners in palladium-catalyzed cross-coupling reactions. A variety of allyl halides, such as allyl iodide, allyl bromide, crotyl bromide, prenyl bromide, geranyl bromide, and 3-bromocyclohexene afforded the allylic cross-coupling products in good to excellent yields. Stereochemistry of the double bond is retained in the allylic cross-coupling reactions. Electrophilic cross-coupling partners, such as aryl and vinyl halides, dibromoolefin, alkynyl iodide, and aryl and vinyl triflates participate in these reactions. The presence of various substituents, such as n-butyl, ketal, acetyl, ethoxycarbonyl, nitrile, N-phenylamido, nitro, and chloride groups on the aromatic ring of electrophilic coupling partners showed little effect on the efficiency of the reactions. The present conditions work equally well for not only intermolecular but also intramolecular palladium-catalyzed cross-coupling reactions. These methods provide an efficient synthetic method for the introduction of an allyl group, which can be easily further functionalized to afford an sp2- and sp-hybridized carbon. The present method complements existing synthetic methods as a result of advantageous features such as easy preparation and handling, thermal stability, high reactivity and selectivity, operational simplicity, and low toxicity of allylindium reagents.

Indium-promoted chemo- and diastereoselective allylation of α,β-epoxy ketones with potassium allyltrifluoroborate

A practical method for the chemo- and diastereoselective allylation of α,β-epoxy ketones has been developed by using the convenient air and moisture stable reagent potassium allyltrifluoroborate. Indium metal was found to promote addition in stoichiometric or catalytic amounts, to afford α,β-epoxyhomoallylic tertiary alcohols in high yields and diastereoselectivities, without competing ring-scission of the epoxide.

Catalytic use of a soluble organoindium(III) species for allylation and crotylation of ketones with boronates

The unprecedented use of a soluble organoindium species, indium(III) hexamethyldisilazide [In(III)(hmds)3], for catalytic carbon-carbon bond formations between ketones and boronates, is reported. Various functionalized tertiary homoallyl alcoho

Diene-ligated iridium complexes as catalysts for allylation and methallylation reactions of ketones

An iridium-catalyzed allylation reactions of ketones using dienes as ligands has been developed. A variety of ketones underwent allylation and methallylation reactions at room temperature in good yields under these conditions. Competition experiments demonstrate that the reaction is selective for electron-deficient ketones. Georg Thieme Verlag Stuttgart New York.

Allylation and crotylation of ketones and aldehydes using potassium organotrifluoroborate salts under lewis acid and montmorillonite k10 catalyzed conditions

Two convenient highly diastereoselective protocols for the allylation and crotylation of ketones using practical, air- and water-stable potassium allyl and crotyltrifluoroborate salts have been developed. BF3-OEt 2 and montmorillonit

The solvent-free addition reaction of allylzinc bromide and carbony compounds

The reactivity of organozincs could be enhanced dramatically under solvent-free conditions. Allylzinc bromide can react rapidly with aldehydes and ketones to give homoallylic alcohols in high yields in the absence of a catalyst under sol vent-free conditions in an open atmosphere at room temperature. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009.