853750-34-2

Upstream product

• 1173191-11-1 C₂₂H₂₄O₈ 
• 240122-42-3 4-benzo[1,3]dioxol-5-yl-2,3-bis-benzyloxymethyl-4-hydroxy-N,N-dimethyl-butyramide 
• 240122-43-4 (3S,4S,5S)-5-Benzo[1,3]dioxol-5-yl-3,4-bis-benzyloxymethyl-dihydro-furan-2-one 
• 240122-41-2 4-benzyloxy-2-benzyloxymethyl-3-hydroxymethyl-N,N-dimethyl-butyramide 
• 192864-00-9 (3S,4S)-3,4-Bis-benzyloxymethyl-dihydro-furan-2-one 
• 80245-51-8 4-lithio-1,2-dimethoxybenzene 
• 853750-23-9 (2S,3S)-2-[(R)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]-3-[(R)-(hydroxy)(3,4-methylenedioxyphenyl)methyl]tetramethylene dipivaloate 
• 853750-25-1 (2S,3S)-2-[(R)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]-3-(3,4-methylenedioxybenzoyl)tetramethylene dipivaloate 
• 853750-32-0 (2R,3S,4S,5S)-2-(3,4-dimethoxyphenyl)-5-(3,4-methylenedioxyphenyl)-3,4-bis(pivaloyloxymethyl)tetrahydrofuran 
• 240122-44-5 5-[(2S,3S,4S,5R)-3,4-Bis-benzyloxymethyl-5-(3,4-dimethoxy-phenyl)-tetrahydro-furan-2-yl]-benzo[1,3]dioxole 

Downstream Products

• 176050-44-5 (2R,3S,4S,5S)-2-(3,4-dimethoxyphenyl)-3,4-bis(methoxymethyl)-5-(3,4-methylenedioxyphenyl)tetrahydrofuran 

Relevant academic research and scientific papers

Access to enantiopure 2,5-diaryltetrahydrofurans - Application to the synthesis of (-)-virgatusin and (+)-urinaligran

The diastereoselective Mnm-promoted radical addition of (3- oxoesters 1 onto N-cinnamoyloxazolidinones 2 afforded 2,3- dihydrofurans 3. After catalytic hydrogenation of the C=C bond, followed by reductive removal of the chiral auxiliary, the re

First enantioselective synthesis of (-)- And (+)-virgatusin, tetra-substituted tetrahydrofuran lignan

The first highly enantioselective syntheses of tetra-substituted tetrahydrofuran lignan, (-)- and (+)-virgatusin, were achieved. Hemiacetal 15 was stereoselectively obtained from Evans's syn-aldol product 8 as a single isomer. This hemiacetal 15 was converted to (-)-virgatusin via hydrogenolysis. (+)-Virgatusin was also synthesized through the same process. The enantiomeric excess of the both enantiomers was determined as more than 99% ee. The Royal Society of Chemistry 2005.

First total synthesis of tetrasubstituted tetrahydrofuran lignan, (-)- virgatusin

The first asymmetric total synthesis of (-)-virgatusin, a new furanolignan, isolated from phyllanthus virgatus, was accomplished in a stereoselective manner by nucleophilic addition of organolithium reagent to the functionalized lactone elaborated from di