New P-chirogenic tert.-butyl-xantphos ligands and their application in asymmetric hydrogenation and alkylation

Jens Holz, Gudrun Wenzel, Anke Spannenberg, Mark Gandelman, Armin Börner

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6 Scopus citations

Abstract

The synthesis of a broad library of new P-chirogenic Xantphos ligands is reported. A special feature is 2,7-di-tert.-butyl substituents in the backbone which requires the modification of the original synthetic approach. In comparison to related ligands reported formerly the substitution has a considerable influence on the results (yield and % e.e.) of metal catalyzed reactions, e.g. asymmetric rhodium catalyzed hydrogenation of isophorone and the palladium catalyzed alkylation, respectively.

Original languageEnglish
Article number131142
JournalTetrahedron
Volume76
Issue number17
DOIs
StatePublished - 24 Apr 2020
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2020 Elsevier Ltd

Keywords

  • Asymmetric allylic alkylation
  • Asymmetric hydrogenation
  • P-Chirogenic phosphines
  • Palladium
  • Rhodium
  • Xantphos

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