Enantioselective Synthesis of α,β-Disubstituted-β-amino Acids
- 6 September 2003
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 125 (39), 11796-11797
- https://doi.org/10.1021/ja0372309
Abstract
Highly diastereoselective and enantioselective addition of N-benzylhydroxylamine to imides 17 and 20−30 produces α,β-trans-disubstituted N-benzylisoxazolidinones 19 and 31−41. These reactions proceed in 60−96% ee with 93−99% de's using 5 mol % of Mg(NTf2)2 and ligand 18. The product isoxazolidinones can be hydrogenolyzed directly to provide α,β-disubstituted-β-amino acids.Keywords
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