Preparation and Application of a Novel Type of Chiral Biphosphine Ligand (NORPHOS-7X) Containing a Hetero-Functional Group
- 1 June 1997
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1997 (Sup. I) , 455-456
- https://doi.org/10.1055/s-1997-6152
Abstract
A new chiral biphosphine ligand containing a carboxyl group has been prepared by use of a silver-ion catalyzed rearrangement as a key step. And it has been applied to the rhodium-catalyzed asymmetric hydrogenation of the C=N double bond of N-benzoylhydrazone 12, for which on using (2R,3R,7S)-NORPHOS-7-COOH 1 containing a carboxyl group on the ligand, the opposite absolute configuration product 13 was observed as compared to using (2R,3R)-NORPHOS that has the same absolute configuration at the diphenylphosphino bearing carbons. This result showed the possibility of the interaction of the carboxyl group on the ligand with the substrate 12.Keywords
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