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Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Primary Allylic Amine Synthesis via Pd-Catalyzed Direct Amination of Allylic Alcohols with Ammonium Acetate
Shunsuke Kataoka1, Hiroyuki Morimoto2, Takashi Ohshima1
1Graduate School of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812-8582, Japan.
Abstract:
Pd/DPEphos-catalyzed direct amination of allylic alcohols with readily available ammonium acetate as a nitrogen source provides access to convenient and scalable syntheses of primary allylic amines with high monoallylation selectivity. Mechanistic studies revealed that ammonium acetate functions as a Brønsted acid to activate the hydroxyl groups and inhibit overreaction.
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