69854-19-9

Upstream product

• 2316-26-9 3,4-dimethoxycinnamic acid 
• 2373-80-0 3,4-(methylenedioxy)cinnamic acid 
• 186581-53-3 diazomethane 
• 60804-37-7 4,8-exo-bis(3,4-dihydroxyphenyl)-3,7-dioxabicyclo[3.3.0]octane-2,6-dione 
• 1135-24-6 (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 72536-33-5 4,8-dihydroxypinoresinol 
• 72536-37-9 4,8-dimethoxypinoresinol 
• 63281-70-9 2,6-bis-(4-acetoxy-3-methoxyphenyl)-3,7-dioxabicyclo<3.3.0>octane-4,8-dione 
• 38209-42-6 threo-2,3-bis-(α-hydroxy-4-hydroxy-3-methoxybenzyl)butane-1,4-diol 
• 331-39-5 caffeic acid 
• 114125-25-6 (3S,4S)-3,4-Bis-[(3,4-dimethoxy-phenyl)-trimethylsilanyloxy-methyl]-dihydro-thiophene-2,5-dione 
• 77220-06-5 2,5-bis<(trimethylsilyl)oxy>furan 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 14737-89-4 3,4-dimethoxy-trans-cinnamic acid 

Downstream Products

• 72536-39-1 threo-2,3-bis-(α-hydroxy-3,4-dimethoxybenzyl)butane-1,4-diol 
• 72536-34-6 4,8-dihydroxyeudesmin 
• 72536-36-8 4,8-diacetoxyeudesmin 
• 72536-42-6 C₃₆H₃₈O₁₂S₂ 
• 526-06-7 (+/-)-dimethylpinoresinol 

Relevant academic research and scientific papers

Stable isotope-labeling studies on the oxidative coupling of caffeic acid via o-quinone

The formation of ortho-quinone from ortho-diphenol is a key step in its dimerization. An NMR analysis of the oxidation of 3,4-dihydroxycinnamic acid (caffeic acid) by NaIO4 revealed the formation of 3-(3′ ,4′-dioxo-1′ ,5′-cyclohexadienyl) prope

Stereochemistry of phellinsin A: A concise synthesis of α-arylidene-γ-lactones

Phellinsin A (1a) was prepared in a concise way, thereby elucidating the relative stereochemistry of the aryl and carboxylic acid groups in 1a. The synthesis employed selective monohydrolysis of the dilactones derived from oxidative dimerization of cinnamic acid derivatives. This approach provided a practical synthetic route to α-arylidene-γ-lactones. Copyright Taylor & Francis, Inc.

Reactions of Trialkylsilyl Trifluoromethanesulfonates, XII. - Aldol-Type Reactions with 2,6-Bis(trimethylsilyloxy)thiophene Synthesis of Bicyclic γ-Lactones

In the presence of trimethylsilyl triflate (2) aromatic aldehydes 4 react with 2,6-bis(trimethylsilyloxy)thiophene (3) to yield the 3,4-disubstituted thiosuccinic anhydrides 5.By hydrolysis of the products 5 in the presence of lead acetate the diaryl-subs

Synthesis of 2,6-Diaryl-4,8-dihydroxy-3,7-dioxabicyclooctanes

A series of 2,6-diaryl-4,8-dihydroxy-3,7-dioxabicyclooctanes, including 4,8-dihydroxysesamin, a naturally occurring lignan, have been prepared via the corresponding dilactones.The 1H and 13C n.m.r. spectra have been compared and the bistoluene-p-sulphonate of 4,8-dihydroxyeudesmin has been reduced by lithium aluminium hydride to give (+/-)-eudesmin.Since this synthesis does not involve ring-opened intermediates and starts from a dilactone of established structure, it represents the first unequivocal synthesis of such a lignan.

Thallium in Organic Synthesis. 60. 2,6-Diaryl-3,7-dioxabicyclooctane-4,8-dione Lignans by Oxidative Dimerization of 4-Alkoxycinnamic Acids with Thallium(III) Trifluoroacetate or Cobalt(III) Trifluoride

Oxidation of p-alkoxycinnamic acids either with thallium(III) trifluoroacetate in TFA/CH2Cl2 or with cobalt(III) trifluoride in CH3CN, in the presence of a small amount of BF3*Et2O, results in instantaneous oxidative dimerization to give the bislactone li

CHEMISTRY OF 2,5-BIS(TRIMETHYLSILOXY)FURANS. II: REACTIONS WITH CARBONYL COMPOUNDS AND THE SYNTHESIS OF 2,6-DIARYL-3,7-DIOXABICYCLOOCTANE-4,8-DIONES

2,5-Bis(trimethylsiloxy)furan reacted with a number of substituted benzaldehydes under activation of titan tetrachloride to give 2,6-diaryl-3,7-dioxabicyclooctane-4,8-diones.