10232-02-7

Upstream product

• 5389-87-7 1-chloro-3,7-dimethylocta-2,6-diene 
• 108-95-2 phenol 
• 106-24-1 Geraniol 
• 15086-27-8 aluminium(III) phenoxide 
• 6138-90-5 trans-geranyl bromide 
• 4490-10-2 geranyl chloride 
• 108-88-3 toluene 
• 139-02-6 sodium phenoxide 

Downstream Products

• 752209-08-8 (E)-2-(3-methylhepta-2,6-dien-1-yl)phenol 
• 1417912-91-4 C₁₉H₃₀O₂Si 
• 1391919-51-9 C₁₃H₁₆O₂ 
• 1417912-87-8 (E)-(2-(3,7-dimethylocta-2,6-dien-1-yl)phenoxy)trimethylsilane 
• 83036-39-9 (E)-1-(3,7-dimethylocta-2,6-dien-1-yl)-2-methoxybenzene 

Relevant academic research and scientific papers

PROCESSES FOR THE PREPARATION OF ORTHO-ALLYLATED HYDROXY ARYL COMPOUNDS

The present application describes process for preparing an ortho-allylated hydroxy aryl compounds such as compounds of Formula (I) by reacting an allylic alcohol with a hydroxy aryl compound in the presence of aluminum compound selected from alumina and aluminum alkoxides and in a non-protic solvent wherein at least one carbon atom ortho to the hydroxy group in the hydroxy aryl compound is unsubstituted. The present application also includes compounds of Formula (I).

Enantioselective Halo-oxy- and Halo-azacyclizations Induced by Chiral Amidophosphate Catalysts and Halo-Lewis Acids

Catalytic enantioselective halocyclization of 2-alkenylphenols and enamides have been achieved through the use of chiral amidophosphate catalysts and halo-Lewis acids. Density functional theory calculations suggested that the Lewis basicity of the catalyst played an important role in the reactivity and enantioselectivity. The resulting chiral halogenated chromans can be transformed to α-Tocopherol, α-Tocotrienol, Daedalin A and Englitazone in short steps. Furthermore, a halogenated product with an unsaturated side chain may provide polycyclic adducts under radical cyclization conditions.

Catalytic enantioselective cyclization and c3-fluorination of polyenes

(Xylyl-phanephos)Pt2+ in combination with XeF2 mediates the consecutive diastereoselective cation-olefin cyclization/ fluorination of polyene substrates. Isolated yields were typically in the 60-69% range while enantioselectivities reached as high as 87%. The data are consistent with a stereoretentive fluorination of a P2Pt-alkyl cation intermediate.

Synthesis of stachybotrin C and all of its stereoisomers: Structure revision

We disclose the first total synthesis of stachybotrin C, a potent neuroprotective natural compound. All of the four stereoisomers have been prepared and fully characterized with the aim to attribute the absolute configuration of the two adjacent stereocenters of the stachybotrin C.