32410-52-9

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 2798-73-4 1-methoxy-buten-3-yne 
• 13466-40-5 (2E, 4E)-5-phenylpenta-2,4-dienal 
• 127896-07-5 α,α-bis(trimethylsilyl)-tert-butylacetaldehyde imine 
• 129144-61-2 C₁₀H₁₇LiO₂ 
• 100-52-7 benzaldehyde 
• 103698-50-6 triphenylarsonium salt of bromoacetaldehyde 
• 123-73-9 trans-Crotonaldehyde 
• 255387-11-2 1-Bromo-6-methoxyhexa-1,3,5-triene 
• 188063-86-7 1-Methoxy-4-(tributylstannyl)-1,3-butadien 
• 104-55-2 3-phenyl-propenal 
• 19493-09-5 Methylenetriphenylphosphorane 
• 129144-62-3 C₈H₁₁LiO 
• 129975-65-1 ((2E,4E)-5-[1,3]Dioxolan-2-yl-penta-2,4-dienyl)-phosphonic acid diethyl ester 

Downstream Products

• 112248-69-8 (7t-phenyl-hepta-2t,4t,6-trienylidene)-indan-1,3-dione 
• 91375-68-7 1,9t-diphenyl-nona-2t,4t,6t,8-tetraen-1-one 
• 73414-54-7 3-methyl navenone-B 
• 130727-58-1 1,11-diphenylundeca-1,3,5,7,9-pentaene 
• 958300-60-2 C₂₄H₃₂O₄Si 
• 5462-94-2 (2E,4E,6E,8E,10E)-11-Phenylundeca-2,4,6,8,10-pentaenal 
• 115321-56-7 (2Z,4E,6E,8E)-2-(2-Hydroxy-ethylsulfanylmethyl)-1-(3-nitro-phenyl)-9-phenyl-nona-2,4,6,8-tetraen-1-one 
• 130727-59-2 1,17-diphenylheptadeca-1,3,5,7,9,11,13,15-octaene 
• 16651-05-1 9-phenyl-(2E,4E,6E,8E)-nona-2,4,6,8-tetraenal 
• 81620-79-3 9t-phenyl-nona-2t,4t,6t,8-tetraenoic acid 
• 114352-17-9 5-methyl-2-phenyl-4-((Ξ)-7t-phenyl-hepta-2t,4t,6-trienylidene)-2,4-dihydro-pyrazol-3-one 
• 109698-11-5 5-(7t-phenyl-hepta-2t,4t,6-trienylidene)-barbituric acid 
• 5462-95-3 2-(8t-phenyl-octa-1,3t,5t,7-tetraen-t-yl)-quinoline 

Relevant academic research and scientific papers

Synthesis of conjugated multiunsaturated thioesters via one-pot TiCl4-promoted aldol condensation

TiCl4-promoted aldol condensations of S-4-chlorophenyl thioesters with enals or dienals led to the production of dienyl or trienyl thioesters in good yields. Due to good crystallinity, products with high E/Z ratios were obtained by simple filtr

Donor Rhodium Carbenes by Retro-Buchner Reaction

Rhodium carbenes are key intermediates in a range of cycloadditions and insertion reactions. Herein, we report the first generation of donor RhII carbenes by decarbenation of 7-substituted 1,3,5-cycloheptatrienes. This discovery unlocks an improved retro-Buchner-cyclopropanation sequence, a Si?H insertion reaction for a broad-scope synthesis of allylsilanes, and a new method for the vinylogation of aldehydes. The last strategy led to the development of an iterative synthesis of E-polyenes, and to the total synthesis of navenones B and C.

Stereoselective organocatalytic oxidation of alcohols to enals: A homologation method to prepare polyenes

A novel method for organocatalytic oxidation through oxidative enamine catalysis was developed with excellent compatibility for the direct syntheses of enals from simple saturated alcohols. By using this amine-catalyzed IBX-oxidation, a wide range of aromatic and aliphatic substituted enals were successfully generated in high yields and exclusively stereoselective E-geometry. Moreover, varying the solvents and/or the loading amounts of IBX allowed for the selective oxidation of alcohols and aldehydes. Importantly, the homologous application of this method provided a selective and efficient way of preparing various highly sensitive conjugated polyene frameworks, which are enriched in natural products.

5-Membered cyclic hydroxamic acids as HDAC inhibitors

The new histone deacylases inhibitors (HDACi) were synthesized in the class of 5-membered cyclic hydroxamic acids (5-CHA), showing medium size CHA as a new Zn-binding group. New reaction sequence was proposed for the synthesis of 5-membered alkylidene-cyc

Acidic ionic liquid-catalyzed homologation of the polyene chain in α,β-enals (polyenals)

An efficient green-chemistry synthesis of conjugated polyenals from α,β-enals, orthoesters, and alkyl vinyl ethers promoted by acidic ionic liquid [emim][HSO4] is described. The ionic liquid can be reused at least three times without any decrease in product yields.

Efficient dehydration of hydroxyenals and -enones: HfCl4·(THF)2 as an effective catalyst for di-, tri- and tetraene formation

Polyenes were easily obtained from hydroxy(tri, di)ene-containing carbonyl compounds in good to excellent yields in the presence of catalytic HfCl4·(THF)2.

Efficient homologation of aldehydes to 2,4,6-alkatrienals by means of an α-(1,3-dioxenylallyl)boronate

The α-dioxenyl-allylboronate 4 allows the direct conversion of aldehydes into the 7-hydroxy-2,4-dienals (6). The latter compounds can be dehydrated to 2,4,6-alkatrienals 7 by means of the Burgess reagent or methanesulfonyl anhydride/Hunig Base.

Formation of acetaldehyde enolate from vinyl acetate and its reaction with aromatic and heterocyclic aldehydes: An efficient synthesis of enals and polyenals

Two carbon homologation of aromatic and heterocyclic aldehydes is achieved by reacting them with acetaldehyde enolate anion generated in situ by cleaving vinyl acetate in the presence of barium hydroxide.

ω-Halogeno polyenals: Preparation and application to a one-pot synthesis of polyenals from carbonyl compounds

Syntheses of 5-halogeno-2,4-dienals 1a-c are described starting either from the glutaconaldehyde potassium salt or from furan. The 5-bromopenta-2,4-dienal 1b can be transformed efficiently into homologous ω-bromo polyenals 2-4, precursors of ω-bromo polye

Synthesis of (2E,4E)-dienals by double formyl-olefination with an arsonium salt and its application in the syntheses of lipoxygenase metabolites of arachidonic acid

A new facile route to (2E,4E)-dienals by a double formyl-olefination with arsonium salts has been developed. By this method and with other arsonium reagents in the key step some lipoxygenase metabolites of arachidonic acid, lipoxin A4 and B4 and leukotriene B4, have been synthesized.