73407-96-2

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 123-38-6 propionaldehyde 
• 201230-82-2 carbon monoxide 
• 54157-31-2 [(1E)-1-penten-3-yn-1-yl]benzene 
• 3909-96-4 (1E,3E)-1-phenyl-1,3-pentadiene 
• 68-12-2 N,N-dimethyl-formamide 
• 100-52-7 benzaldehyde 
• 104-55-2 3-phenyl-propenal 
• 147227-25-6 α,α-bis(trimethylsilyl)-tert-butylpropionaldimine 

Downstream Products

• 101721-07-7 isonicotinic acid-(2-methyl-5t-phenyl-penta-2ξ,4-dienylidenehydrazide) 
• 125454-63-9 tert-Butyl-[(2E,4E)-2-methyl-5-phenyl-penta-2,4-dien-(E)-ylidene]-amine 
• 125454-86-6 C₁₆H₂₁NO 
• 125454-73-1 2-tert-Butyl-3-((1E,3E)-1-methyl-4-phenyl-buta-1,3-dienyl)-oxaziridine 
• 73407-98-4 ((R)-4,8-dimethyl-non-1-en-t-yl)-benzene 
• 73408-00-1 ((4R,8R)-4,8,12-trimethyl-tridec-1-en-t-yl)-benzene 
• 73407-99-5 Toluene-4-sulfonic acid (E)-(S)-2-methyl-5-phenyl-pent-4-enyl ester 
• 1379586-71-6 3,6-dimethyl-2-[(E)-2-phenylvinyl]-2,6-dihydro-5H-pyrano[3,2-c]quinolin-5-one 
• 62156-61-0 2-methyl-5-phenylcyclopent-2-en-1-one 
• 62156-51-8 5-Methyl-2-phenylcyclopent-2-en-1-on 

Relevant academic research and scientific papers

4-diethoxyphosphonyl-2-methyl-1,3-dienolates and their O-acylated and O- silylated derivatives: New, efficient and highly stereoselective polyvinylogation reagents

(E)-4-Diethoxyphosphonyl-2-methylbut-2-enal was smoothly converted into its O-acetylated or O-triisopropylsilylated (E, E)-enol ethers, which were used as efficient and (E)-stereoselective five carbon polyvinylogation reagents of aldehydes, via the corresponding in situ generated potassium or tetrabutylammonium dienolates, respectively.

Unprecedented stereoselective synthesis of cyclopenta[b]benzofuran derivatives and their characterisation assisted by aligned media NMR and 13C chemical shift ab initio predictions

A new approach to the synthesis of cyclopenta[b]benzofuran derivatives via reaction of 1,3-dicarbonyl compounds with α,β,γ,δ- unsaturated aldehydes is described. The constitution and configuration of the new products have been firmly established by means

A Domino 10-Step Total Synthesis of FR252921 and Its Analogues, Complex Macrocyclic Immunosuppressants

FR252921, FR252922, and FR256523 are a family of potent macrocyclic polyene immunosuppressive agents with a novel mode of action. However, the lack of an efficient and flexible synthesis has hindered further biological studies, mostly due to the fact that the natural products appear to be kinetic isomers regarding the triene moiety. Herein, we report the development and application of an unprecedented, unique domino Suzuki-Miyaura/4π-electrocyclic ring-opening macrocyclization, resulting in a concise, unified, and stereoselective synthetic route to these complex targets in only 10 steps. This in turn enables ready access to a range of unnatural analogues, among which several compounds showed inhibition of T-lymphocyte proliferation at levels equal or superior to those of the natural products themselves.

A Domino 10-Step Total Synthesis of FR252921 and Its Analogues, Complex Macrocyclic Immunosuppressants

FR252921, FR252922, and FR256523 are a family of potent macrocyclic polyene immunosuppressive agents with a novel mode of action. However, the lack of an efficient and flexible synthesis has hindered further biological studies, mostly due to the fact that the natural products appear to be kinetic isomers regarding the triene moiety. Herein, we report the development and application of an unprecedented, unique domino Suzuki-Miyaura/4?€-electrocyclic ring-opening macrocyclization, resulting in a concise, unified, and stereoselective synthetic route to these complex targets in only 10 steps. This in turn enables ready access to a range of unnatural analogues, among which several compounds showed inhibition of T-lymphocyte proliferation at levels equal or superior to those of the natural products themselves.

One-pot organocatalytic tandem aldol/polycyclization reactions between 1,3-dicarbonyl compounds and α,β,γ,δ-unsaturated aldehydes for the straightforward assembly of cyclopenta[b]furan-type derivatives: New insight into the Knoevenagel reaction

A new cascade pathway viable for Knoevenagel chemistry that involves the coupling between 1,3-dicarbonyl systems and α,β,γ,δ- unsaturated aldehydes has been developed. The process comprises the combination of a classic aldol-type condensation and a rare spontaneous metal-free cycloisomerization, representing a convergent and innovative approach for the stereoselective synthesis of cyclopenta[b]furan-type derivatives. The scope and limitations with respect to both reaction partners and mechanistic features were investigated. Meaningfully, our study provides valuable guidance concerning the structural and electronic effects controlling the reactivity of conjugated polyene carbonyl systems. Copyright

A general route to α-alkyl (E)-α,β-unsaturated aldehydes

Bis(trimethylsilyl)-tert-butylaldimines 3 react with aldehydes in the presence of zinc bromide at room temperature to give, after hydrolysis, the desired α-alkyl α,β-ethylenic aldehydes in good yield and with very high E stereoselectivity. The reaction was believed to proceed via the α-silyl β-siloxyimines 4.

Carbonylation of Enynes under Hydroformylation Conditions Catalyzed by Rhodium Carbonyl. A New Method for Synthesis of Cyclic Enones

The reactivities of 1-buten-3-yne derivatives toward hydroformylation were studied using a rhodium catalyst.Unexpectedly, cyclopentenone derivatives were obtained in moderate yields together with formyl-substituted dienes and unsaturated lactones.This rea

PHOSPHONATES α-LITHIES AGENTS DE TRANSFERT FONCTIONNEL. PREPARATION D'ALDEHYDES α,β-INSATURES α-SUBSTITUES.

Condensation of α-lithioalkylphosphonates with ethoxymethyleneaniline leads to lithiated enaminoalkylphosphonates directly convertible on reaction with aldehydes into α,β-unsaturated α-substituted aldehydes.