通过Sm/TMSCl体系促进的Baylis-Hillman加合物与二硒化物的偶联反应，便捷且立体选择性地合成(Z)-烯丙基硒醚。
A convenient and stereoselective synthesis of (Z)-allyl selenides via Sm/TMSCl system-promoted coupling of Baylis-Hillman adducts with diselenides.
作者信息
Liu Yun-kui, Xu Dan-qian, Xu Zhen-yuan, Zhang Yong-min
出版信息
J Zhejiang Univ Sci B. 2006 May;7(5):393-6. doi: 10.1631/jzus.2006.B0393.
Abstract
A simple and convenient procedure for stereoselective synthesis of (Z)-allyl selenides has been developed by a one-pot reaction of diselenides with Baylis-Hillman adducts in the presence of samarium metal-trimethylsilyl chloride under mild conditions. Presumably, the diselenides are cleaved by Sm/TMSCl system to form selenide anions, which then undergo S(N)2' substitution of Baylis-Hillman adducts to produce the (Z)-allyl selenides.
摘要
在温和条件下，通过二硒化物与Baylis-Hillman加合物在金属钐-三甲基氯硅烷存在下的一锅反应，开发了一种简单方便的立体选择性合成(Z)-烯丙基硒醚的方法。据推测，二硒化物被Sm/TMSCl体系裂解形成硒醚阴离子，然后该阴离子对Baylis-Hillman加合物进行S(N)2'取代反应，生成(Z)-烯丙基硒醚。
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本文引用的文献
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