193466-48-7

Upstream product

• 171010-64-3 (3S,4R,5R)-4-(Benzo[1,3]dioxole-5-carbonyl)-3-[(R)-(3,4-dimethoxy-phenyl)-hydroxy-methyl]-5-methoxy-dihydro-furan-2-one 
• 193466-47-6 Benzo[1,3]dioxol-5-yl-(tert-butyl-dimethyl-silanyloxy)-((2R,3S)-2-methoxy-5-oxo-tetrahydro-furan-3-yl)-acetonitrile 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 171010-63-2 (3S,4S,5R)-4-((S)-Benzo[1,3]dioxol-5-yl-hydroxy-methyl)-3-[(R)-(3,4-dimethoxy-phenyl)-hydroxy-methyl]-5-methoxy-dihydro-furan-2-one 

Downstream Products

• 68296-27-5 (1β,5β)-2α-(3,4-dimethoxyphenyl)-6β-(1,3-benzodioxole-5-yl)-3,7-dioxabicyclo[3.3.0]octane 

Relevant academic research and scientific papers

Asymmetric syntheses of lignans utilizing novel diastereoselective Michael addition of cyanohydrin: Syntheses of (+)-fargesin and (-)- picropodophyllone

The Michael addition reaction of lithium salt of cyanohydrin to (S)- and (R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-cis-2-propenoate (2 and 3) proceeded in 93% de in the presence of two equivalents of HMPA at -100 °C. This diastereoselectivity could be elucidated by the stereocontrol based on the 1,3-allylic strain. Utilizing this reaction, stereocontrolled syntheses of (+)-fargesin (6) and (-)-picropodophyllone (7) were achieved.

A Novel Asymmetric Synthesis of Axial-Equatorial Furofuran Lignans: A Synthesis of (+)-Fargesin

(+)-Fargesin (6), a representative example of the axial-equatorial furofuran lignans having two different aryl groups, was efficiently synthesized based on a highly diastereoselective Michael addition reaction of the cyanohydrin 1 to methyl (S)-3-(2,2-dim