Highly Selective Rhodium Catalyzed Domino C–H Activation/Cyclizations

Authors

  • Duc N. Tran Ecole polytechnique fédérale de Lausanne, EPFL SB ISIC LCSA, BCH 4305, CH-1015 Lausanne
  • Nicolai Cramer Ecole polytechnique fédérale de Lausanne, EPFL SB ISIC LCSA, BCH 4305, CH-1015 Lausanne

DOI:

https://doi.org/10.2533/chimia.2011.271

PMID:

28982408

Keywords:

Allene, Allylation, C-H Activation, Catalysis, Rhodium

Abstract

The direct functionalization of carbon–hydrogen bonds is an emerging tool to establish more sustainable and efficient synthetic methods. We present its implementation in a cascade reaction that provides a rapid assembly of functionalized indanylamines from simple and readily available starting materials. Careful choice of the ancillary ligand – an electron-rich bidentate phosphine ligand – enables highly diastereoselective rhodium(I)- catalyzed intramolecular allylations of unsubstituted ketimines induced by a directed C–H bond activation and allene carbo-metalation sequence.

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Published

2011-04-27

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