Synfacts 2006(1): 0037-0037  
DOI: 10.1055/s-2005-921742
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Asymmetric Copper-Catalyzed Allylic Amination and Oxidation Reactions

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
J. S. Clark*, C. Roche
University of Nottingham, UK
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Publikationsverlauf

Publikationsdatum:
16. Dezember 2005 (online)

Significance

The choice of the peroxycarbamate oxidant was important for producing either allylic oxidation products or allylic amination products. While the yields for this reaction were often very low, the interesting finding is that the nature of the oxidant plays a vital role in determining the reaction pathway. An enantioselectivity of 70% is encouraging for allylic amination, but the yield needs to be significantly increased (from 14%) for this reaction to become useful.