The Journal of organic chemistry

Tetrahydrofuran derivatives from epoxides via group transfer cyclization or reductive radical cyclization of organotellurium and organoselenium intermediates

L Engman, V Gupta

文献索引：Engman, Lars; Gupta, Vijay Journal of Organic Chemistry, 1997 , vol. 62, # 1 p. 157 - 173

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被引用次数: 90

摘要

Monosubstituted epoxides were regiospecifically ring-opened from the sterically least hindered side by benzenetellurolate and benzeneselenolate reagents to afford aryl β- hydroxyalkyl tellurides and selenides, respectively. These materials were O-allylated by treatment with allylic bromides/sodium hydride in tetrahydrofuran and O-prop-2-ynylated when reacted with propargyl bromide/sodium hydride. On photolysis in benzene ...