Recent Achievements in Enantioselective Borrowing Hydrogen by the Combination of Iron- and Organocatalysis

Authors

  • Mylène Roudier Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, 13397 Marseille, France
  • Thierry Constantieux Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, 13397 Marseille, France
  • Jean Rodriguez Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, 13397 Marseille, France
  • Adrien Quintard Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, 13397 Marseille, France;, Email: adrien.quintard-inv@univ-amu.fr

DOI:

https://doi.org/10.2533/chimia.2016.97

Keywords:

Borrowing hydrogen, Enantioselective synthesis, Iron catalysis, Organocatalysis

Abstract

This article summarizes our recent developments in allylic alcohol functionalization by the interconnection of two catalytic cycles. By combining an iron-catalyzed borrowing hydrogen with an organocatalytic enantioselective nucleophilic addition, allylic alcohols can be converted to enantioenriched chiral aliphatic alcohols in up to 92% ee. This eco-compatible one-operation multi-catalytic process allows the classical oxidation-addition-reduction steps usually required for this transformation to be bypassed. Synthetic applications in the synthesis of different fragments of some important natural products have highlighted the great potential of this transformation.

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Published

2016-02-24

How to Cite

[1]
M. Roudier, T. Constantieux, J. Rodriguez, A. Quintard, Chimia 2016, 70, 97, DOI: 10.2533/chimia.2016.97.

Issue

Section

Scientific Articles