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Palladium-Catalyzed Asymmetric Amination and Imidation of 2,3-Allenyl Phosphates

Yasushi Imada,* Masayuki Nishida, Koji Kutsuwa, Shun-Ichi Murahashi and Takeshi Naota

*Department of Chemistry, Graduate School of Engineering Science, Osaka University Machikaneyama, Toyonaka, Osaka 560-8531, Japan, Email: imadachem.es.osaka-u.ac.jp

Y. Imada, M. Nishida, K. Kutsuwa, S.-I. Murahashi, T. Naota, Org. Lett., 2005, 7, 5837-5839.

DOI: 10.1021/ol0523502 (free Supporting Information)


Abstract

An efficient palladium-catalyzed asymmetric amination of 2,3-allenyl phosphates with nitrogen nucleophiles such as amines, hydroxylamines, and imides can be performed in presence of SEGPHOS or MeOBIPHEP ligand, affording the corresponding optically active 1-aminated derivatives with high enantiomeric excess.

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Key Words

Aminations, Imidations


ID: J54-Y2005-2170