Development of practical rhodium phosphine catalysts for the hydrogenation of β-dehydroamino acid derivatives

Stephan Enthaler, Giulia Erre, Kathrin Junge, Jens Holz, Armin Börner, Elisabetta Alberico, Ilenia Nieddu, Serafino Gladiali, Matthias Beller

Research output: Contribution to journalArticlepeer-review

40 Scopus citations

Abstract

The rhodium-catalyzed asymmetric hydrogenation of various β-dehydroamino acid derivatives to give optically active β-amino acids has been examined. Chiral monodentate 4,5-dihydro-3H-dinaphthophosphepines, which are easily tuned and accessible in a multi-10-g scale, have been used as ligands. The enantioselectivity is largely dependent on the nature of the substituent at the phosphorous atom and on the structure of the substrate. Applying optimized conditions up to 94% ee was achieved.

Original languageEnglish
Pages (from-to)568-577
Number of pages10
JournalOrganic Process Research and Development
Volume11
Issue number3
DOIs
StatePublished - May 2007
Externally publishedYes

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