Terpenyl Selenides: Synthesis and Application in Asymmetric Epoxidation
Terpenyl Selenides: Synthesis and Application in Asymmetric Epoxidation
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DOI：
10.1002/ejoc.201500211
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发表时间：
2015-06-01
影响因子：
2.8
通讯作者：
Wojtczak, Andrzej
中科院分区：
文献类型：
--
作者：
Banach, Anna;Scianowski, Jacek;Wojtczak, Andrzej
描述了由柠檬烯、薄荷醇、香芹酚和桃金娘醇衍生的萜烯基硒化物的合成。比较了萜烯基硒盐的三种合成方法。介绍了通过使用源自柠檬烯和甲基萜烯基、苯基萜烯基、二萜基硒化物和硒盐的异硒代萜烯醇进行硒介导的环氧化的结果。讨论了溶剂、抗衡阴离子和硒盐非对映体纯度对环氧化反应对映选择性的影响。
Synthesis of terpenyl selenides derived from limonene, menthol, caranol, and myrtanol is described. Three methodologies for the synthesis of terpenyl selenonium salts are compared. The results of selenium-mediated epoxidation through the use of isoselenocineole derived from limonene and methyl terpenyl, phenyl terpenyl, diterpenyl selenides, and selenonium salts are presented. The influence of solvent, counteranion, and diastereomeric purity of selenonium salt on the enantioselectivity of the epoxidation reaction is discussed.