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An Efficient Stereoselective Synthesis of (E)-β-Fluoroalkenyliodonium Salts

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Please use this identifier to cite or link to this item:http://hdl.handle.net/2115/15818

Title: An Efficient Stereoselective Synthesis of (E)-β-Fluoroalkenyliodonium Salts
Authors: Yoshida, Masanori Browse this author →KAKEN DB
Kawakami, Keiji Browse this author
Hara, Shoji Browse this author →KAKEN DB
Keywords: iodonium salt
fluoroalkene
p-iodotoluene difluoride
stereoselective synthesis
fluorination reaction
Issue Date: 1-Dec-2004
Publisher: Georg Thieme Verlag
Journal Title: Synthesis
Issue: 17
Start Page: 2821
End Page: 2824
Publisher DOI: 10.1055/s-2004-834857
Abstract: Stereoselective synthesis of (E)-β-fluoroalkenyliodonium salts was performed by the treatment of alk-1-ynes with p-iodo­toluene difluoride in the presence of HBF4-Et2O. The reaction occurred instantaneously at -78 °C to give the fluoroalkenyliodonium salts in good yields with high stereoselectivity. The Pd-catalyzed carbomethoxylation of the fluoroalkenyliodonium salt was also carried out to obtain a (E)-β-fluoro-α,β-unsaturated ester.
Type: article (author version)
URI: http://hdl.handle.net/2115/15818
Appears in Collections:工学院・工学研究院 (Graduate School of Engineering / Faculty of Engineering) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 吉田 雅紀

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