28809-05-4

Upstream product

• 4784-77-4 (E)-1-Bromo-2-butene 
• 89-95-2 2-methyl-benzyl alcohol 
• 90-02-8 salicylaldehyde 
• 28752-82-1 2-(allyloxy)benzaldehyde 
• 4894-61-5 trans-but-2-enyl chloride 

Downstream Products

• 125320-53-8 ((1E,3E)-4-{2-[((E)-But-2-enyl)oxy]-phenyl}-3-methoxy-buta-1,3-dienyl)-trimethyl-silane 
• 125320-53-8 ((1E,3E)-4-{2-[((E)-But-2-enyl)oxy]-phenyl}-3-methoxy-buta-1,3-dienyl)-trimethyl-silane 
• 125320-62-9 ((1E,3E)-4-{2-[((E)-But-2-enyl)oxy]-phenyl}-3-methoxy-1-methyl-buta-1,3-dienyl)-trimethyl-silane 
• 125320-62-9 ((1E,3E)-4-{2-[((E)-But-2-enyl)oxy]-phenyl}-3-methoxy-1-methyl-buta-1,3-dienyl)-trimethyl-silane 
• 91153-79-6 α-(o-crotyloxy)phenyl-N-methylnitrone 
• 89-95-2 2-methyl-benzyl alcohol 
• 91153-85-4 C₁₇H₁₇NO₂ 
• 91153-80-9 3-{2-[((E)-But-2-enyl)oxy]-phenyl}-2-methyl-2,3-dihydro-isoxazole-4,5-dicarboxylic acid dimethyl ester 
• 91153-86-5 C₂₃H₂₃NO₆ 
• 1242080-95-0 (E)-2-((E)-2-butenyloxy)benzaldehyde oxime 

Relevant academic research and scientific papers

Synthesis of Chromenoisoxazolidines from Substituted Salicylic Nitrones via Visible-Light Photocatalysis

This effort reports the first redox-neutral visible-light photocatalytic intramolecular dipolar cycloaddition for the diastereoselective synthesis of chromenoisoxazolidines. The authors have found that alkenylphenyl nitrones with a diverse substitution pattern on the aromatic ring and the alkenyl substituent undergo visible-light-promoted cycloadditions in the presence of catalytic amounts of Ru(bpy)3Cl2 in high yields and selectivities. Evidence indicates that the proposed redox-neutral pathway is the predominant photoredox mechanism for this transformation.

Tandem Claisen Rearrangement/6-endo Cyclization Approach to Allylated and Prenylated Chromones

Allyl, dimethylallyl and prenyl ethers derived from o-acylphenols reacted upon microwave irradiation to form C-allylated or -prenylated chromone derivatives, depending on the substitution pattern of the arene and the allyl substituent. The reaction proceeds through a tandem Claisen rearrangement and 6-endo-trig or 6-endo-dig cyclization sequence. For prenyl ethers, the tandem sequence can be extended by a Cope rearrangement to furnish 6-prenylchromones. The method is potentially useful for the synthesis of natural products and drugs.

Microwave-assisted solvent-free intramolecular 1,3-dipolar cycloaddition reactions leading to hexahydrochromeno[4,3-b]pyrroles: scope and limitations

We report the microwave-assisted solvent-free synthesis of hexahydrochromeno[4,3-b]pyrroles. Intramolecular 1,3-dipolar cycloadditions proceed under these conditions within 15-40 min in 16-84% yields. An influence of the microwave irradiation upon various [3+2] cycloaddition reaction intermediates was studied. Additionally, a scope and limitations of these reactions including an influence of the dipolarophile geometry upon the cycloaddition selectivity and steric demands of the dipole upon its reactivity were also disclosed. These observations led us to postulate a preferable transition state of the reaction. Finally, an influence of the microwave irradiation to the isomerization of activated olefins was also described.

Regioselectivity in the intramolecular allyl transfer reaction catalysed by electrogenerated nickel complexes: Influence of metal ions

The intramolecular transfer of allyl moieties from substituted allyl aryl ethers to carbonyl groups has been studied by electrosynthesis, in a nickel-catalysed reaction. The influence of metal ions such as Mg2+, Zn2+ and Al3+ has been examined. Regioselectivity towards the branched isomer was better with Zn2+ than with Mg2+ ions, but it was higher in the absence of added metal ions.