Stereoselective Formation of Allyl Ethers by Reaction of Epoxides with Organic Chlorides under Liquid-Solid Phase-Transfer Catalysis
作者:Xue-Ping Gu、Isao Ikeda、Mitsuo Okahara
DOI:10.1246/bcsj.60.667
日期:1987.2
A series of trans-3-chloroallyl ethers and trans-3-thioallyl ethers were stereoselectively synthesized in one step by the reaction of 1-chloro-2,3-epoxypropane or 2,3-epoxypropyl sulfides with alkyl chlorides in the presence of solid sodium hydroxide and quaternary ammonium salt as a phase-transfer catalyst. Phase-transfer catalytic hydroxide ion-initiation followed by stereoselective isomerization
通过1-氯-2,3-环氧丙烷或2,3-环氧丙基硫化物在固体存在下与烷基氯反应,一步立体选择性地合成了一系列反式3-氯烯丙基醚和反式3-硫代烯丙基醚。氢氧化钠和季铵盐作为相转移催化剂。相转移催化氢氧根离子引发随后通过β-消除环氧化物环的立体选择性异构化被假定为反应途径的重要部分。