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Updated: Mar 8, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Highly Regio- and Enantioselective Vicinal Dihalogenation of Allyl Amides
Bardia Soltanzadeh1, Arvind Jaganathan2, Yi Yi1
1Department of Chemistry, Michigan State University , East Lansing, Michigan 48824, United States.
Abstract:
We report a highly regio-, diastereo- and enantioselective vicinal dihalogenation of allyl amides. E- and Z-alkenes with both aryl and alkyl substituents were compatible with this chemistry. This is the result of exquisite catalyst controlled regioselectivity enabling use of electronically unbiased substrates. The reaction employs commercially available catalysts and halenium sources along with cheap inorganic halide salts to affect this transformation. A preliminary effort to extend this chemistry to heterodihalogenation is also presented.
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