459-85-8

Upstream product

• 5389-87-7 1-chloro-3,7-dimethylocta-2,6-diene 
• 124-38-9 carbon dioxide 
• 201230-82-2 carbon monoxide 

Downstream Products

• 34114-96-0 methyl (S,E)-2,3-dihydrofarnesenoate 
• 103046-89-5 4-phenylazo-benzoic acid-(4,8-dimethyl-nona-3t,7-dienyl ester) 
• 90879-40-6 N-(p-isopropylphenyl)-2-<2,6-dimethyl-5,6-epoxy-1(E)-heptenyl>acetamide 
• 90879-41-7 (E)-6-(3,3-Dimethyl-oxiranyl)-4-methyl-hex-3-enoic acid (4-ethyl-phenyl)-amide 
• 90879-42-8 N-<4,8-dimethyl-3(E),7-nonadienyl>-p-isopropylaniline 
• 90879-43-9 ((E)-4,8-Dimethyl-nona-3,7-dienyl)-(4-ethyl-phenyl)-amine 
• 81795-11-1 (2S, 3R;3S, 2R) 2-methyl-2-(4-methyl-pent-3-enyl)-3-phenylselenooxolane 
• 81795-12-2 4.4.7aβ-trimethyl-5β-phenylseleno-2.3.3aα.4.5.6.7.7aβ-octahydrobenzofuran 
• 98320-65-1 methyl 7-tosyloxy-4-methyl-3-heptenoate 
• 95603-75-1 (E)-4-methyl-3-tridecene-1-tosylate 
• 87164-34-9 hexahydro-3aα,4,5,6,7,7aα (3H) phenylseleno-3-tetrahydropyrannoxy-6 trimethyl-4,4,7a benzofurannone-2 
• 93676-55-2 hexahydro-3aα,4,5,6,7,7aα (3H) hydroxy-6 phenylseleno-3 trimethyl-4,4,7α benzofurannone-2 
• 1133-03-5 (+/-)-loliolide 

Relevant academic research and scientific papers

Allylbarium reagents: Unprecedented regio- and stereoselective allylation reactions of carbonyl compounds

The first direct preparation of allylbarium reagents by reaction of in situ generated reactive barium with various allylic chlorides and their new and unexpected selective allylation reactions with carbonyl compounds are disclosed. Highly reactive barium was readily prepared by the reduction of barium iodide with 2 equiv of lithium biphenylide in dry THF at room temperature. A variety of carbonyl compounds reacted with barium reagents generated from (E)- or (Z)-allylic chlorides in THF at -78 °C. All reactions resulted in high yields with remarkable α-selectivities not only with aldehydes but also with ketones. The double bond geometry of the starting allylic chloride was completely retained in each case. Stereochemically homogeneous (E)- and (Z)-β,γ-unsaturated carboxylic acids were easily prepared in good yields by highly α-selective carboxylation of allylic barium reagents with carbon dioxide. A selective Michael addition reaction with α,β-unsaturated cycloalkanone was also achieved using an allylbarium reagent. Treatment of 2-cyclopentenone (1 equiv) with allylbarium chloride (2 equiv) in THF at -78 °C for 20 min afforded 3-allylcyclopentanone in 94% yield with a 1,4/1,2 ratio of >99/1. Furthermore, the in situ generated barium enolate was efficiently trapped with various kinds of electrophiles (Me2C=CHCH2Br, nC5H11CHO, and CH3COCl).

Palladium-Catalyzed, Atmospheric Pressure Carbonylation of Allylic Halides under the Influence of Sodium Hydroxide or Alkoxides. A Facile Synthesis of β,γ-Unsaturated Acids

The palladium-catalyzed, atmospheric-pressure carboxylation of allylic halides occurs readily in an aqueous sodium hydroxide/organic solvents two-phase system, giving β,γ-unsaturated acids.Phosphine complexes (I, L=m-(Ph2P)C6H4SO3Na; II, L=Ph3P) or Na2 (III) can be used as the catalyst.Atmospheric-pressure alkoxycarbonylation is realized under the influence of a homogeneous alcoholic solution of sodium alkoxide.Phosphine-free palladium complexes, such as 2 or III, are the favored catalyst. β,γ-Unsaturated esters are obtained in high yields.

Palladium-Catalyzed, Atmospheric Pressure Carbonylation of Allylic Chlorides in Two-Phase Aqueous Sodium Hydroxide-Organic Solvent Media

The palladium-catalyzed, atmospheric pressure carbonylation of allylic chlorides is realized in aqueous NaOH/benzene.Phosphine complexes PdCl2L2 (I) (a, L=Ph2P(m-C6H4SO3Na; b, L=Ph3P), or Na2PdCl4 can be used as the catalyst.