56495-90-0

Upstream product

• 67-56-1 methanol 
• 6460-62-4 7-phenyl-hepta-2,4,6-trienoic acid 
• 129611-92-3 (2E,4E)-7,7-Bis-methylsulfanyl-1-phenyl-hepta-2,4,6-trien-1-ol 
• 99048-66-5 (4E,6E)-1,1-Bis-methylsulfanyl-7-phenyl-hepta-1,4,6-trien-3-ol 
• 14371-10-9 (E)-3-phenylpropenal 
• 76566-95-5 methyl 4-(dimethylphosphono)crotonate 
• 1608-03-3 (E)-but-1-en-3-yn-1-ylbenzene 
• 292638-85-8 acrylic acid methyl ester 
• 38002-48-1 (E)-1-phenyl-4-trimethylsilyl-1-buten-3-yne 
• 93-58-3 benzoic acid methyl ester 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 104-55-2 3-phenyl-propenal 
• 7508-19-2 (5t-phenyl-penta-2t,4-dienylidene)-malonic acid 
• 13466-40-5 5-phenylpenta-2,4-dienal 

Downstream Products

• 74026-43-0 5-(3-Phenyl-2-oxiranyl)-2(E),4(E)-pentadiensaeure-methylester 

Relevant academic research and scientific papers

Lewis Base Activation of Silyl Acetals: Iridium-Catalyzed Reductive Horner-Wadsworth-Emmons Olefination

A Lewis base promoted deprotonative pronucleophile addition to silyl acetals has been developed and applied to the iridium-catalyzed reductive Horner-Wadsworth-Emmons (HWE) olefination of esters and the chemoselective reduction of the resulting enoates. Lewis base activation of silyl acetals generates putative pentacoordinate silicate acetals, which fragment into aldehydes, silanes, and alkoxides in situ. Subsequent deprotonative metalation of phosphonate esters followed by HWE with aldehydes furnishes enoates. This operationally convenient, mechanistically unique protocol converts the traditionally challenging aryl, alkenyl, and alkynyl esters to homologated enoates at room temperature within a single vessel.

Microwave-accelerated Ru-catalyzed hydrovinylation of alkynes and enynes: A straightforward approach toward 1,3-dienes and 1,3,5-trienes

Quick, but not dirty! Microwave heating was found to have a significant effect on the Ru-catalyzed hydrovinylations of alkynes. A broad range of different terminal alkynes were coupled to methyl acrylate within just 30min in good to excellent yields (see scheme). This new protocol was transferred to the hydrovinylation of enynes as novel coupling partners in C-H-activation chemistry giving different 1,3,5-trienes as the sole products. Copyright

A novel ambident reactivity of azolylacroleins

Reaction of azolylacroleins with phosphoranes bearing a conjugated double bond was found to yield either azolyltrienes in?a Wittig reaction, or to undergo cyclization to a dihydrobenzene containing the azole substituent. Transformation with an aza-Wittig reagent gave tetrazolylpyridines. The ambident reactivity was found to be dependent on the substituent of the phosphorane, which was rationalized by ab initio (DFT) calculation of the atomic charges of the reaction centres.

Photochemical studies on ladderane formation from conjugated esters in solution or solid phase

This letter describes a combined photochemical and X-ray crystallographic study of routes for the synthesis of cyclobutane or ladderane structures by a [2+2]-cycloaddition pathway and leads to a clearer definition of the 3-D structural requirements for su

A new 1,5- to 1,11-carbonyl transposition protocol involving ketene dithioacetal chemistry: An efficient polyene synthesis

An efficient strategy for alternative 1,5-, 1,7-, 1,9- and 1,11- carbonyl transposition has been developed via 1,2-reductive or alkylative addition to 5,5-bis(methylthio)-2,4-pentadienals 3a-b, 7,7-bis(methylthio)-2,4,6-heptatrienones 5,9,9-bis(methylthio)-2,4,6,8-nonatetraenones 8 and 11,11-bis(methylthio)-2,4,6,8,10-undecapentaenones 11 followed by BF3,Et2O induced methanolysis of the resulting carbinols to the corresponding polyene esters. The synthesis of the novel polyene aldehydes 3a-b, 7a-b, 10b and polyenones 5, 8, 11 precursors has also been described following iterative Vielsmeier-Haack reaction and aldol condensation.

OXOKETENE DITHIOACETALS AS VERSATILE SYNTHONS FOR ALTERNATIVE 1,3 TO 1,11 CARBONYL TRANSPOSITIONS: A NEW POLYENE SYNTHESIS

A model strategy for 1,7 to 1,11 carbonyl transpositions involving 1,2 addition of sodium borohydride or Grignard reagents to polyenyl oxoketene dithioacetals 8 obtained by condensation of bis(methylthio)polyenals 1-3 with active methylene ketones, followed by borontrifluoride etherate catalyzed methanolysis of the resulting polyenyl carbinol acetals 9 to give 1,n transposed polyene esters 10 has been described.