1607854-59-0

Basic information

• Product Name: (R)-1-(4,4-dimethylhexa-1,5-dien-3-yl)-4-methoxybenzene
• Synonyms: (R)-1-(4,4-dimethylhexa-1,5-dien-3-yl)-4-methoxybenzene
• CAS NO: 1607854-59-0
• Molecular Weight: 216.323
• Mol File: 1607854-59-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (R)-1-(4,4-dimethylhexa-1,5-dien-3-yl)-4-methoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-(4,4-dimethylhexa-1,5-dien-3-yl)-4-methoxybenzene(1607854-59-0)
• EPA Substance Registry System: (R)-1-(4,4-dimethylhexa-1,5-dien-3-yl)-4-methoxybenzene(1607854-59-0)

Safety Data

• Hazardous Substances Data: 1607854-59-0(Hazardous Substances Data)

Upstream product

• 870-63-3 prenyl bromide 
• 123-11-5 4-methoxy-benzaldehyde 
• 51410-44-7 1-(4-methoxylphenyl)-2-propen-1-ol 
• 94607-41-7 (E)-1-(4-methoxyphenyl)-3-chloropropene 
• 129813-21-4 2-(1,1-dimethyl-2-propenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Relevant articles and documents

Congested C-C bonds by Pd-catalyzed enantioselective allyl-allyl cross-coupling, a mechanism-guided solution

Under the influence of a chiral bidentate diphosphine ligand, the Pd-catalyzed asymmetric cross-coupling of allylboron reagents and allylic electrophiles establishes 1,5-dienes with adjacent stereocenters in high regio-and stereoselectivity. A mechanistic study of the coupling utilizing reaction calorimetry and density functional theory analysis suggests that the reaction operates through an inner-sphere 3,3′-reductive elimination pathway, which is both rate-defining and stereodefining. Coupled with optimized reaction conditions, this mechanistic detail is used to expand the scope of allyl-allyl couplings to allow the generation of 1,5-dienes with tertiary centers adjacent to quaternary centers as well as a unique set of cyclic structures.