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

Y. Imada; M. Nishida; K. Kutsuwa; S.-I. Murahashi; T. Naota

doi:10.1055/s-2006-931951

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Synfacts 2006(3): 0236-0236
DOI: 10.1055/s-2006-931951

Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions

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

Contributor(s): Mark Lautens, Josephine Yuen
Y. Imada*, M. Nishida, K. Kutsuwa, S.-I. Murahashi*, T. Naota*
Osaka University, Japan

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Publication History

Publication Date:
21 February 2006 (online)

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Significance

The palladium-catalyzed asymmetric amination of 2,3-allenyl phosphates with amines, hydroxylamines and imides afforded the 1-aminated product with high enantioselectivity in moderate to excellent yields. Use of SEGPHOS or MeOBIPHEP as the chiral ligand resulted in the best enantioselectivities.