1360819-98-2

Upstream product

• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 1360819-97-1 (Z)-2-(3,4-dimethoxybenzylidene)pent-4-enenitrile 
• 122775-35-3 3,4-Dimethoxyphenylboronic acid 

Downstream Products

• 1373769-49-3 (2E,4E)-2-(3,4-dimethoxybenzylidene)-5-(3,4-dimethoxyphenyl)pent-4-enal 
• 1360819-99-3 (2Z,4E)-2-(3,4-dimethoxybenzylidene)-5-(3,4-dimethoxyphenyl)pent-4-enal 
• 1360820-00-3 (2E,4E)-2-(3,4-dimethoxybenzylidene)-5-(3,4-dimethoxyphenyl)pent-4-en-1-ol 
• 1369278-47-6 tert-butyl (2Z,4E)-2-(3,4-dimethoxybenzylidene)-5-(3,4-dimethoxyphenyl)pent-4-enoylcarbamate 
• 1369278-45-4 (2Z,4E)-2-(3,4-dimethoxybenzylidene)-5-(3,4-dimethoxyphenyl)pent-4-enamide 

Relevant academic research and scientific papers

Transmissive olefination route to putative "morinol I" lignans

A series of morinol-type lignans were rapidly assembled using a Grignard-based transmissive olefination. In combination with palladium-catalyzed arylations, the strategy provides stereoselective access to (7Z,7′E), (7E,7′E), and (7E,7′Z) morinol diastereomers and the (7Z,8′E) and (7E,8′E) conjugated analogues. Critical for the E/Z stereoselectivity is a new, general method for converting alkenenitriles to alkenemethanols that circumvents the enal E/Z isomerization commonly encountered during conventional i-Bu2AlH reduction.

Alkenenitrile transmissive olefination: Synthesis of the putative lignan "morinol I"

Grignard reagents trigger an addition-elimination with α′- hydroxy acrylonitriles to selectively generate Z-alkenenitriles. The modular assembly of Z-alkenenitriles from a Grignard reagent, acrylonitrile, and an aldehyde is ideal forstereoselectively synthesizing alkenes, as illustrated in the synthesis of the putative lignan morinol I.