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 SN2’ substitution of Baylis-Hillman adducts to produce the (Z)-allyl selenides.
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Project (No. 2004C21032) supported by the Key Technologies R & D Program of Zhejiang Province, China
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Liu, Yk., Xu, Dq., Xu, Zy. et al. A convenient and stereoselective synthesis of (Z)-allyl selenides via Sm/TMSCl system-promoted coupling of Baylis-Hillman adducts with diselenides. J. Zhejiang Univ. - Sci. B 7, 393–396 (2006). https://doi.org/10.1631/jzus.2006.B0393
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DOI: https://doi.org/10.1631/jzus.2006.B0393