1072-60-2

Upstream product

• 63974-05-0 (E)-hex-2-ene-1,6-diol 
• 86692-87-7 hex-5-enyl hydroperoxide 

Downstream Products

• 107686-24-8 (E)-6-(1-Vinyl-cyclohexyl)-hex-4-en-1-ol 
• 107686-25-9 4-(1-Vinyl-cyclohexyl)-hex-5-en-1-ol 
• 79532-21-1 (E)-4,8-nonadien-1-ol 
• 15212-27-8 2-benzyltetrahydrofuran 
• 1429428-06-7 ethyl 4-((tetrahydrofuran-2-yl)methyl)benzoate 
• 18138-77-7 (E)-2-styryltetrahydrofuran 
• 897387-94-9 (R,E)-2-styryltetrahydrofuran 
• 37338-40-2 Δ⁸-Dodecenyl acetate 

Relevant academic research and scientific papers

Cyclopropenium-activated cyclodehydration of diols

The dehydrative cyclization of diols to cyclic ethers via cyclopropenium activation is described. Using 2,3-diphenylcyclopropene and methanesulfonic anhydride, a series of 1,4-and 1,5-diols are rapidly cyclized to furnish tetrahydrofurans and tetrahydropyrans in high yield. Eleven total substrates are shown, including a gram scale cyclization of a diterpene derivative.

Intramolecular Addition of Alkoxy Radicals. Part 4. Reductive Cyclisation of Olefinic Hydroperoxides

Pent-4-enyl hydroperoxide reacts with reducing salts (FeX2, TiCl3) to afford tetrahydrofurfuryl compounds (halides or dimers) in high yield from the selective cyclisation of the pent-4-enyloxy radical.Analogous behaviour is observed for photolysis although the yields of cyclic products are lower.The photolysis of hex-5-enyl hydroperoxide does not yield cyclic products but these are observed when this hydroperoxide is reduced by FeCl2.It is suggested that metallic salts are able to complex the alkoxyl radicals thereby making them more electrophilic and hence more prone to cyclise.