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Updated: Jun 24, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Complex allylation by the direct cross-coupling of imines with unactivated allylic alcohols
Masayuki Takahashi1, Martin McLaughlin, Glenn C Micalizio
1Department of Chemistry, The Scripps Research Institute, Scripps Florida, 130 Scripps Way 3A2, Jupiter, FL 33458, USA.
Abstract:
Regioselective, stereoselective: The convergent coupling of allylic alcohols with imines to deliver stereodefined homoallylic amines is described (see scheme). The process proceeds with net allylic transposition without the intermediacy of allylic organometallic reagents. Two stereodefined centers and a geometrically defined di- or trisubstituted alkene are forged with high selectivity.
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