Stereoselective α-fluoroamide and α-fluoro- γ-lactone synthesis by an asymmetric zwitterionic aza-Claisen rearrangement

• Kenny Tenza,
• Julian S. Northen,
• David O'Hagan and
• Alexandra M. Z. Slawin

Beilstein J. Org. Chem. 2005, 1, No. 13, doi:10.1186/1860-5397-1-13

• highly stereoselective method for the preparation of α-fluoroamides. When the reaction was conducted without a fluorine in the substrate, using propionyl chloride in place of 2-fluoropropionyl chloride, then the diastereoselectivity decreased, generating 26 but in only 75% de. Thus the fluorine as well