Abstract
Lewis base catalysis promotes the in situ generation of amine-HF reagents from benzoyl fluoride and a non-nucleophilic alcohol. The hydrofluorination of aziridines to provide β-fluoroamines using this latent HF source is described. This protocol displays a broad scope with respect to aziridine substitution and N-protecting groups. Examples of regio- and diastereoselective ring opening to access medicinally relevant β-fluoroamine building blocks are presented.
Original language | English (US) |
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Pages (from-to) | 4177-4183 |
Number of pages | 7 |
Journal | Journal of Organic Chemistry |
Volume | 77 |
Issue number | 8 |
DOIs | |
State | Published - Apr 20 2012 |
ASJC Scopus subject areas
- Organic Chemistry