Stereoselective synthesis of (E)-1-fluoro-1,3-enynes

1-Fluoro-1,3-enynes were stereoselectively prepared by the cross-coupling reaction of 1-alkynes with beta -fluoroalkenyliodides obtained from (beta -fluoroalkenyl)iodonium salts. As the reaction proceeds under mild conditions, polyfunctionalized 1-fluoro-1,3-enynes could be prepared, and the synthesis of a fluorinated analog of a natural compound was achieved using this method. (C) 2001 Elsevier Science Ltd. All rights reserved.