Nucleophilic Reactivity of Ethers Against Terminal Epoxides in the Presence of BF<sub>3</sub>: A Mechanistic Study
作者:Aytekin Kose、Ramazan Altundas、Hasan Seçen、Yunus Kara
DOI:10.1002/hlca.201200438
日期:2013.7
In the presence of BF3, a series of symmetrical and unsymmetrical ethers reacted with epichlorohydrin and 2‐[(benzyloxy)methyl]oxirane, two terminal epoxides, to afford 1‐alkoxy‐3‐chloropropan‐2‐ol and 1‐alkoxy‐3‐(benzyloxy)propan‐2‐ol. The cleavage of unsymmetrical ethers occurred via an SN2 or SN1 mechanism. Secondary epoxides did not give similar ring‐opening products.
在BF 3存在下,一系列对称和不对称醚与表氯醇和2-[[(苄氧基)甲基]环氧乙烷,两个末端环氧化物反应,生成1-烷氧基-3-氯丙烷-2-醇和1-烷氧基- 3-(苄氧基)丙-2-醇。不对称醚的裂解发生经由一个小号Ñ 2或小号Ñ 1家机构。仲环氧化物没有给出类似的开环产物。