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Updated: Apr 15, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Stereoselective Preparation of Polyfunctional Alkenylindium(III) Halides and Their Cross-Coupling with Unsaturated
1Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, Haus F, 81377 München (Germany).
Abstract:
The direct insertion of indium powder to cycloalkenyl iodides in the presence of LiCl in THF allows the preparation of new highly functionalized cycloalkenylindium(III) derivatives. In addition, we discovered that, in contrast to many metal insertions to alkenyl iodides which proceed with a loss of stereochemistry, the insertion of In/LiCl to stereodefined (Z)- and (E)-styryl iodides in THF proceeded with high retention of stereochemistry. After a palladium-catalyzed cross-coupling, various polyfunctionalized (Z)- and (E)-stilbenes were obtained with high stereoselectivity.
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