DAST mediated preparation of β-fluoro-α-aminophosphonates

Herein, we report a new and convenient method for the synthesis of β-fluoro-α-aminophosphonates starting from naturally occurring l-amino acids. A key step in the synthetic protocol involves nucleophilic fluorination of N,N-dibenzylated-β-amino alcohols with diethylaminosulfur trifluoride (DAST).

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► An easy access to β-fluoro-α-aminophosphonates.
► Formation of an aziridinium ion as the key step of the synthesis.
► DAST mediated fluorination.