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Palladium-Catalyzed Allylic Amination Using Aqueous Ammonia for the Synthesis of Primary Amines

Takashi Nagano and Shū Kobayashi*

*Department of Chemistry, School of Science and Graduate School of Pharmaceutical Sciences, The University of Tokyo, The HFRE Division, ERATO, JST, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, Email: shu_kobayashichem.s.u-tokyo.ac.jp

T. Nagano, S. Kobayashi, J. Am. Chem. Soc., 2008, 131, 4200-4201.

DOI: 10.1021/ja900328x


Abstract

The use of aqueous ammonia is essential for a palladium-catalyzed allylic amination for the preparation of primary amines. It is noteworthy that ammonia gas did not react at all. The first catalytic asymmetric synthesis using aqueous ammonia as a nitrogen source has also been demonstrated.

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Key Words

primary amines, allylic amines, Tsuji-Trost Allylation


ID: J48-Y2009-1110