94399-80-1

Upstream product

• 1126-76-7 1,2-Epoxy-4-phenylbutane 
• 1774-47-6 trimethylsulfoxonium iodide 
• 1266373-61-8 C₁₇H₂₆O₅S 
• 53376-62-8 ethyl 3-hydroxy-5-phenylpentanoate 
• 768-56-9 4-Phenylbut-1-ene 

Downstream Products

• 94399-55-0 (1S*, 2S*)-2-(2-phenylcyclopropyl)ethanol 
• 94399-55-0 (+/-)-2-[(1SR,2SR)-2-Phenylcyclopropyl]-1-ethanol 
• 1266373-60-7 6-benzyl-3-(3-hydroxy-5-phenylpentyl)cyclohex-2-enone 
• 1266373-54-9 3-(3-hydroxy-5-phenylpentyl)cyclopent-2-enone 
• 1266373-56-1 3-(3-hydroxy-5-phenylpentyl)cyclohex-2-enone 
• 10521-91-2 5-phenylpentan-1-ol 
• 112606-95-8 5-(1-phenylethyl)-2-tetrahydrofuranone 

Relevant academic research and scientific papers

Highly regioselective cleavages and iodinations of cyclic ethers utilizing SmI2

Various functionalized cyclic ethers such as oxiranes, oxetanes, and tetrahydrofurans have been prepared, and the regiochemistry of their ring opening with samarium diiodide and acyl chloride or anhydride has been investigated. Alkyl-substituted oxetane 5 and tetrahydrofurans 1 and 2 show almost no regioselectivity. However, high regioselectivities from the branched cyclic ethers (3, 8, 9, and 10) containing ethereal or hydroxyl moieties have been observed. This is probably the result of the bidentate chelated species between samarium and oxygen.