14335-63-8

Upstream product

• 50544-08-6 5,5'-(2,3-dimethylbutane-1,4-diyl)bis(1,2,3-trimethoxybenzene) 
• 72730-21-3 (2R,3R)-2,3-Dimethyl-1,4-bis-(3,4,5-trimethoxy-phenyl)-butan-1-ol 
• 72730-18-8 (2R*,3S*)-1,4-bis(3,4,5-trimethoxyphenyl)-2,3-dimethylbutane-1,4-dione 
• 93395-16-5 (3S*,4R*)-3-(3,4,5-trimethoxybenzyl)-4-(3,4,5-trimethoxybenzyl)-4,5-dihydro-2(3H)-furanone 
• 115495-67-5 (2R*,3S*)-2,3-dihydroxymethyl-1,4-bis-(3,4,5-trimethoxyphenyl)butane 
• 115495-69-7 (2R*,3S*)-2,3-(methylsulfonyloxymethyl)-1,4-bis-(3,4,5-trimethoxyphenyl)butane 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 138613-44-2 2-methyl-3-(3,4,5-trimethoxyphenyl)propan-1-ol 
• 121189-89-7 (E)-2-methyl-3-(3,4,5-trimethoxyphenyl)propenoic acid 
• 138613-43-1 methyl 2-methyl-3-(3,4,5-trimethoxyphenyl)propanoate 
• 138613-42-0 methyl (E)-2-methyl-3-(3,4,5-trimethoxyphenyl)propenoate 
• 138613-45-3 2-methyl-3-(3,4,5-trimethoxyphenyl)propyl p-toluenosulfonate 
• 138613-41-9 3-methyl-1,4-bis(3,4,5-trimethoxyphenyl)butan-1-one 
• 138613-39-5 (2RS,3RS)-2,3-dimethyl-1,4-bis(3,4,5-trimethoxyphenyl)butan-1-one 

Relevant academic research and scientific papers

Ruthenium dioxide in fluoro acid medium V. Application to the non phenolic oxidative coupling of diarylbutanes. Conformational studies of cis and trans deoxyschizandrins

Ruthenium (IV) dioxide dihydrate in fluoro acidic medium was found to be a very efficient agent for the non phenolic oxidative coupling of diarylbutanes. We observed along with the expected aryl-aryl coupling, an unusual aryl-benzyl coupling, leading to a known class of lignans, the aryltetralins. Conformational studies of resultant cis and trans deoxyschizandrins were performed using high resolution NMR and molecular models.

Intramolecular Oxidative Coupling of Aromatic Compounds. IV. Oxidation of Non-Phenolic Substrates

Intramolecular non-phenolic coupling of (2RS,3SR)-1,4-bis(4-benzyloxy-3,5-dimethoxyphenyl)-2,3-dimethylbutan-1-one (6) failed.Oxidation of the derived butane (9) gave the aryltetralin (14) in low yield.

Intramolecular Oxidative Coupling of Aromatic Compounds. II. The Synthesis of (2RS,3SR)- and (2RS,3RS)-2,3-Dimethyl-1,4-bis(3,4,5-trimethoxyphenyl)butan-1-one and the Determination of Stereochemistry

The C-methylation of 3-methyl-1,4-bis(3,4,5-trimethoxyphenyl)butan-1-one (9) gave in a ratio of 4:1 the diastereoisomers, (2RS,3SR)- and (2RS,3RS)-2,3-dimethyl-1,4-bis(3,4,5-trimethoxyphenyl)butan-1-one, (7) and (8) respectively.The stereochemistry of eac

SYNTHESIS OF DIARYLBUTANES FROM CORDIGERINES AND REINVESTIGATION OF THEIR OXIDATIVE COUPLINGS IN DEOXYSCHIZANDRINS. - AN UNUSUAL FORMATION OF PHENYLTETRALIN LIGNANS -

Dibenzylbutanolide lignans including cordigerines were synthetized and transformed in the corresponding diarylbutane lignans which were submitted to non-phenolic oxidative coupling conditions by using RuO2 or Tl2O3 in trifluoroacetic medium to give deoxyschizandrins.A concurently aryl-benzyl coupling leads to the formation of the corresponding phenyltetralin of which the structure was confirmed by total synthesis.

New Reagent System containing CrO3 and Syntheses of Neo-lignans

Oxidations of 1-arylprop-1-enes by the new reagent systems, CrO3-HBF4-MeCN or CrO3-HClO4-MeCN gave the 4-aryltetralones (1a) and (1c), and the tetrahydrofuran (3) which are precursor molecules for aryltetrahydronaphthalene and tetrahydrofuran neo-lignans.

New Reagent Systems Containing CrO3 Provide Precursors for Syntheses of Neo-lignans

Oxidations of 1-aryl-1-propenes with new reagent systems, CrO3-HBF4-MeCN and CrO3-HClO4-MeCN, gave the 4-aryltetralones 1a and 1c, and the tetrahydrofuran 4, which are precursor molecules for aryltetrahydronaphthalene and tetrahydrofuran neo-lignans.Keywords - reagent system: chromium trioxide, neo-lignan; aryltetrahydronaphthalene; tetrahydrofuran