4.3 Article

2-Fluoro-3-phenyl-allyltrimethylsilane: A new fluorinated reagent for Hosomi-Sakurai reaction

Journal

JOURNAL OF FLUORINE CHEMISTRY
Volume 131, Issue 6, Pages 709-713

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2010.03.005

Keywords

Hosomi-Sakurai reaction; beta-Fluorinated allylsilane; Lewis acid-promoted allylation

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2-Fluoro-3-phenyl-allyltrimethylsilane, prepared from beta-fluorinated allylic acetate via a pi-allylpalladium intermediate, reacted with various aldehydes and acetals in the presence of TiCl(4) to afford the corresponding homoallyl alcohols and homoallyl ethers, respectively, in good to moderate yields. (C) 2010 Elsevier B.V. All rights reserved.

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