title: A convenient and stereoselective synthesis of (Z)-allyl selenides via Sm/TMSCl system-promoted coupling of Baylis-Hillman adducts with diselenides.
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.
authors.forename: Yun-kui
authors.initials: YK
authors.lastname: Liu
authors.forename: Dan-qian
authors.initials: DQ
authors.lastname: Xu
authors.forename: Zhen-yuan
authors.initials: ZY
authors.lastname: Xu
authors.forename: Yong-min
authors.initials: YM
authors.lastname: Zhang
mesh_terms: D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D016566:Organoselenium Compounds / Q000737:chemistry*; D018036:Selenium Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D016566:Organoselenium Compounds; D018036:Selenium Compounds