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Asymmetric synthesis of α-branched amines via Rh(III)-catalyzed C-H bond functionalization.

  • Author(s): Wangweerawong, Apiwat;
  • Bergman, Robert G;
  • Ellman, Jonathan A
  • et al.

Published Web Location

https://doi.org/10.1021/ja5033452
Abstract

The first asymmetric intermolecular addition of non-acidic C-H bonds to imines is reported. The use of the activating N-perfluorobutanesulfinyl imine substituent is essential for achieving sufficient reactivity and provides outstanding diastereoselectivity (>98:2 dr). Straightforward removal of the sulfinyl group with HCl yields the highly enantiomerically enriched amine hydrochlorides.

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