181475-12-7

Upstream product

• 20825-71-2 2(3H)-furanone 
• 860267-41-0 (RS)-2-(benzo[d][1,3]dioxol-6-yl)-2-{methyl[(4S,5S)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]amino}acetonitrile 
• 124686-47-1 (4S,5S)-(+)-2,2-Dimethyl-5-methylamino-4-phenyl-1,3-dioxan 
• 120-57-0 piperonal 
• 497-23-4 2-buten-4-olide 

Downstream Products

• 105661-64-1 (3S,4S)-(-)-4-(Benzo<1.3>dioxol-5-carbonyl)-3-(3,4,5-trimethoxybenzyl)-4,5-dihydrofuran-2(3H)-one 
• 133-03-9 l-sesamin 
• 445389-57-1 (1R,2S,3S,4R)-1-(1,3-benzodioxol-5-yl)-2,3-di(hydroxymethyl)-4-(3,4,5-trimethoxyphenyl)butan-1,4-diol 
• 445389-55-9 (3R,4S)-4-[(R)-1-(1,3-benzodioxol-5-yl)-1-hydroxymethyl]-3-[(R)-1-hydroxy-1-(3,4,5-trimethoxyphenyl)methyl]tetrahydro-2-furanone 
• 182072-32-8 (3R,4S)-4-(1,3-benzodioxol-5-ylcarbonyl)-3-[(R)-1-hydroxy-1-(3,4,5-trimethoxyphenyl)methyl]tetrahydro-2-furanone 
• 445389-49-1 (1R,2S,3S,4R)-1-(1,3-benzodioxol-5-yl)-4-(3,4-dimethoxyphenyl)-2,3-di(hydroxymethyl)butan-1,4-diol 
• 445389-48-0 (3R,4S)-4-[(R)-1-(1,3-benzodioxol-5-yl)-1-hydroxymethyl]-3-[(R)-1-(3,4-dimethoxyphenyl)-1-hydroxymethyl]tetrahydro-2-furanone 
• 181657-90-9 (3R,4S)-4-(1,3-benzodioxol-5-ylcarbonyl)-3-[(R)-1-(3,4-dimethoxyphenyl)-1-hydroxymethyl]tetrahydro-2-furanone 

Relevant academic research and scientific papers

Asymmetrie synthesis of (+)-hinokinin, (+)-dihydrocubebin and cubebin dimethyl ether, a new lignan from Phyllanthus niruri

The asymmetric synthesis of the new lignan cubebin dimethyl ether was accomplished in eight steps with an overall yield of 40%. In addition, the known lignans (+)-hinokinin and (+)-dihydrocubebin were synthesized by this route. Our approach involves the h

Diastereo- and enantioselective synthesis of lignan building blocks by tandem Michael addition/electrophilic substitution of lithiated α-amino nitriles to furan-2(5H)-one

Starting from chiral α-amino nitrites (S,S,R/S)-3, we prepared β-aroyl-γ-butyrolactones (S)-5 as well as 2,3-disubstituted γ-butyrolactones (S,S)- or (R S,R)-6 in high yields and with high enantiomeric excesses by conjugate addition to butenolide, followed by protonation, α-alkylation or α-aldol addition, respectively. The introduction of one up to three stereogenic centers opens a flexible and highly efficient diastereo- and enantioselective route to 2,3-dibenzylated γ-butyrolactones 6, which proved to be important lignan building blocks. VCH Verlagsgesellschaft mbH, 1996.