69366-50-3

Upstream product

• 69366-44-5 3-Hydroxy-3-isopropyl-5-phenyl-(E)-4-pentensaeure 
• 3160-32-5 (1E)-4-methyl-1-phenylpent-1-en-3-one 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 100-42-5 styrene 
• 563-80-4 3-methyl-butan-2-one 
• 100-52-7 benzaldehyde 
• 3160-32-5 4-methyl-1-phenyl-1-penten-3-one 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 86983-95-1 (1E)-4-methyl-1-phenylpent-1-en-3-ol 
• 14371-10-9 (E)-3-phenylpropenal 

Downstream Products

• 116669-47-7 1,t-4-diisopropyl-r-3-phenyl-c-4-<(E)-styryl>-1-cyclohexene 
• 116780-17-7 1,c-4-diisopropyl-r-3-phenyl-t-4-<(E)-styryl>-1-cyclohexene 

Relevant academic research and scientific papers

Studies on the heck reaction with alkenyl phosphates: Can the 1,2-migration be controlled? Scope and limitations

A catalyst system was identified which promotes the Heck coupling of nonactivated vinyl phosphates with electron deficient alkenes providing a new entry to diene products from simple and readily accessible starting materials. In contrast to our earlier wo

Enantioselective Construction of Quaternary Stereogenic Centers by the Addition of an Acyl Anion Equivalent to 1,3-Dienes

We report the enantioselective formation of quaternary stereogenic centers by the intermolecular addition of malononitrile, an acyl anion equivalent, and related pronucleophiles to several 1,3-disubstituted acyclic 1,3-dienes in the presence of a Pd-PHOX catalyst. Products are obtained in up to 88% yield and 99:1 er and in most cases are formed as a single regioisomer. The products' malononitrile unit undergoes oxidative functionalization to afford β,γ-unsaturated carbonyls bearing internal olefins and α-quaternary stereogenic centers.

The effect of high pressure on the diastereoselectivity of intermolecular all-carbon Diels-Alder reactions

The influence of high pressure on the diastereoselectivity of the intermolecular all-carbon Diels-Alder reaction of the phenylbutadienes 1 a- c with the dicyanoethylenes 2a-d to give the cyclohexenes 3-8 is described. The differences in activation volume, ΔΔV(≠), for the two pathways leading to cis and trans diastereomers range from - (0.7 ± 0.8) to - (6.4 ± 0.6) cm3mol-1 indicating a pressure-induced increase of diastereoselectivity in favour of the cis adducts 3a-d, 5a-d and 7b-d.

Synthesis of Isomerically Pure (E)- and (Z)-1,3-Disubstituted 1,3-Dienes

The (E)-dienes 1a - p were prepared in >98percent purity by dehydrative decarboxylation of the corresponding 4,5-unsaturated 3-hydroxycarboxylic acids 3 with dimethylformamide dimethylacetal (11).The (Z)-isomers 6a - m were obtained by stereouncontrolled