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The synthesis of chiral β-aryl-α,β-unsaturated amino alcohols via a Pd-catalyzed asymmetric allylic amination.
- Source :
-
Organic & biomolecular chemistry [Org Biomol Chem] 2013 Nov 14; Vol. 11 (42), pp. 7412-9. - Publication Year :
- 2013
-
Abstract
- Chiral β-aryl-α,β-unsaturated amino alcohols were synthesized via a Pd-catalyzed asymmetric allylic amination of 4-aryl-1,3-dioxolan-2-one using planar chiral 1,2-disubstituted ferrocene-based phosphinooxazolines as ligands. Under the optimized reaction conditions, a series of substrates were examined and the products were obtained in good to excellent yields (up to 92%) and enantioselectivities (up to 98% ee) under mild reaction conditions. The desired products were determined to be of (R)-configuration and could subsequently be transformed into compounds with interesting biological activity using simple transformations.
Details
- Language :
- English
- ISSN :
- 1477-0539
- Volume :
- 11
- Issue :
- 42
- Database :
- MEDLINE
- Journal :
- Organic & biomolecular chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 24077558
- Full Text :
- https://doi.org/10.1039/c3ob41642a