Synthesis 2000; 2000(3): 452-456
DOI: 10.1055/s-2000-6336
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Generation of Acetylides by Treatment of Fluoroethylenes with LDA: Preparation of Propargyl Alcohols

Kentaro Kataoka* , Sadao Tsuboi
  • *Department of Applied Chemistry, Faculty of Engineering, Okayama University, Tsushima, Okayama 700-8530, Japan; Fax +81 (86) 2 51 88 98; E-mail: stsuboi6@cc.okayama-u.ac.jp
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Publication History

Publication Date:
31 December 2000 (online)

The fluoroethylenes 3 produced the corresponding acetylides via dehydrofluorination and deprotonation by treatment with 2 equivalents of LDA in THF at 0 °C. These acetylides reacted with aldehydes and ketones to afford propargyl alcohols in good yields.