Allylic C−H Amination for the Preparation of syn-1,3-Amino Alcohol Motifs
- 31 July 2009
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 131 (33), 11707-11711
- https://doi.org/10.1021/ja9054959
Abstract
A highly selective and general Pd/sulfoxide-catalyzed allylic C−H amination reaction en route to syn-1,3-amino alcohol motifs is reported. Key to achieving this reactivity under mild conditions is the use of electron-deficient N-nosyl carbamate nucleophiles that are thought to promote functionalization by furnishing higher concentrations of anionic species in situ. The reaction is shown to be orthogonal to classical C−C bond-forming/-reduction sequences as well as nitrene-based C−H amination methods.Keywords
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