853750-32-0

Upstream product

• 853750-27-3 2,2-Dimethyl-propionic acid (3S,4S,5R)-2-benzo[1,3]dioxol-5-yl-5-(3,4-dimethoxy-phenyl)-4-(2,2-dimethyl-propionyloxymethyl)-2-hydroxy-tetrahydro-furan-3-ylmethyl ester 
• 853750-23-9 (2S,3S)-2-[(R)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]-3-[(R)-(hydroxy)(3,4-methylenedioxyphenyl)methyl]tetramethylene dipivaloate 

Downstream Products

• 853750-34-2 (2R,3S,4S,5S)-2-(3,4-dimethoxyphenyl)-3,4-bis(hydroxymethyl)-5-(3,4-methylenedioxyphenyl)tetrahydrofuran 

Relevant academic research and scientific papers

Stereoselective construction of tetra-substituted tetrahydrofuran compounds from benzylic hemiacetal in the presence 0of H2 and a Pd catalyst: Stereoselective synthesis of a stereoisomer of (-)-virgatusin and its antimicrobiological activity

Tetra-substituted tetrahydrofuran compounds were stereoselectively prepared from benzylic hemiacetal in the neutral condition by employing the simple reagent, H2, and a Pd catalyst. The stereoselective conversion of benzylic hemiacetal to two different stereoisomers of the tetrasubstituted tetrahydrofuran compound was observed. One of these tetrahydrofuran compounds was converted to the virgatusin stereoisomer to estimate its antimicrobiological activity.

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.