108102-79-0

Upstream product

• 115061-18-2 (E)-3-(methoxycarbonyl)-4-(3,4-dimethoxyphe-nyl)but-3-enoic acid 
• 78647-52-6 (+/-)-4-(3,4-dimethoxyphenyl)-3-methoxycarbonylbutanoic acid 
• 126673-04-9 4-isopropyl-1-methyl-2-(3,4-methoxybenzyl)succinate 
• 126672-99-9 4-cyanomethyl-1-methyl-2-(3,4-dimethoxybenzyl)succinate 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 106-65-0 Dimethyl succinate 
• 107089-00-9 2-[(3,4-dimethoxyphenyl)methyl]succinic acid dimethyl ester 

Downstream Products

• 108102-80-3 (S)-4-<(3,4-dimethoxyphenyl)methyl>dihydro-2(3H)-furanone 
• 108102-77-8 (R)-4-(3,4-dimethoxybenzyl)dihydrofuran-2(3H)-one 
• 129099-61-2 (3R,4R)-4-(3,4-dimethoxybenzyl)-3-(3,4,5-trimethoxybenzyl)-dihydrofuran-2(3H)-one 
• 127767-58-2 (2R,3R)-3-(3',4'-dimethoxybenzyl)-2-(3',4'-methylenedioxybenzoyl)-4-butanolide 
• 18884-25-8 (2R,3R)-2-(3,4-methylenedioxybenzyl)-3-(3',4'-dimethoxybenzyl)-butyrolactone 
• 26687-82-1 Arctigenin 
• 67533-86-2 (-)-dimethoxy-3',4' desmethylenedioxy-3',4' cubebine 
• 123251-05-8 (3R,4R)-3-[(3-methoxy-4-benzyloxyphenyl)methyl]-4-[(3,4-dimethoxyphenyl)methyl] dihydro-2-(3H)-furanone 
• 58311-18-5 (2R,3R)-2,3-bis[(3,4-dimethoxyphenyl)methyl]butane-1,4-diol 
• 21966-92-7 isolariciresinol dimethyl ether 
• 41328-82-9 (-)-kusunokinol 
• 4718-24-5 O-dimethyl-α-retrodendrine 
• 78173-81-6 <(dimethoxy-3,4 phenyl)hydroxymethyl>-2 (dimethoxy-3,4 benzyl)-3 butanolide-4 
• 62624-76-4 (8R,8'R)-9,9'-epoxy-3,4,3',4'-tetramethoxylignane 

Relevant academic research and scientific papers

Efficient Asymmetric Syntheses of Naturally Occurring Lignan Lactones Using Catalytic Asymmetric Hydrogenation as a Key Reaction

Optically pure (R)-arylmethylsuccinic acid mono-methyl esters were obtained efficiently by using the catalytic asymmetric hydrogenation of arylidenesuccinic acid monoesters with a rhodium(I) complex of a chiral bisphosphine, (4S,5S)-MOD-DIOP.Asymmetric total syntheses of some naturally occurring lignans, (+)-collinusin, (-)-deoxypodophyllotoxin, and (+)-neoisostegane, were achieved via several steps from (R)-γ-butyrolactones as key intermediates obtained by reduction of (R)-arylmethylsuccinic acid mono methyl-esters.

AN EFFICIENT SYNTHESIS OF NATURAL (+)-NEOISOSTEGANE USING ASYMMETRIC HYDROGENATION CATALYZED BY A CHIRAL BISPHOSPHINE-RHODIUM(I) COMPLEX

(+)-Neoisostegane, a natural lignan lactone was synthesized by utilizing a catalytic asymmetric hydrogenation of α-veratrylidenesuccinic acid half-ester with a (S,S)-MOD-DIOP-rhodium(I) as a key step, and the absolute configuration was determined to be (M

PREPARATION OF (R)-VERATRYL- AND (R)-(3-METHOXYBENZYL)SUCCINATES

LP-catalyzed hydrolyses of 4-cyanomethyl 1-methyl veratryl- and (3-methoxy benzyl)succinates lead in high optical yield to the corresponding (R)-butanoic acids.HLE-catalyzed hydrolyses of various methyl and cyanomethyl veratrylsuccinates lead to mixtures

LIGNANES.10. PREPARATION DES (R)-(+) ET (S)-(-)-β-PIPERONYL ET β-VERATRYL-γ-BUTYROLACTONES ET LEUR UTILISATION DANS LA SYNTHESE TOTALE DE LIGNANES OPTIQUEMENT ACTIFS

A simple and efficient route leading to optically active β-benzyl-γ-butyrolactones is described.Thus, the methyl (R,S)-α-benzylhemisuccinate resulting from a Stobbe condensation with an appropriate aromatic aldehyde, followed by catalytic hydrogenation of the intermediate α-benzylidene hemisuccinic ester, was resolved by means of a chiral base (ephedrine or α-methyl benzylamine).Reduction of each enantiomer, using calcium borohydride, then led to the corresponding optically active β-benzyl-γ-butyrolactone.In this way, the following two lactones were obtained in both (R)-(+) and (S)-(-) enantiomeric forms, β-piperonyl- and β-veratryl-γ-butyrolactones 1 and 2 respectively.These lactones were used as key-intermediates for the syntheses of 17 optically active lignans and lignoids, such as (-)-dimethylmatairesinol (-)-23, (-)-kusunokinin (-)-26 and (+)-dimethylisolariciresinol (+)-35.