Categories: C-N Bond Formation > Synthesis of azides >
Synthesis of α-azidoketones, α-azidoacids and related compounds
Recent Literature
Chiral tertiary α-hydroxy esters were transformed to α-azido esters by
Mitsunobu reaction with HN3. Reactions proceed at room
temperature with high chemical yield using 1,1-(azodicarbonyl)dipiperidine (ADDP)
and trimethylphosphine (PMe3) with complete inversion of
configuration at the α-carbon. Several α,α-disubstituted amino acids were
synthesized in high overall chemical yield and optical purity.
J. E. Green, D. M. Bender, S. Jackson, M. J. O'Donnell, J. R. McCarthy, Org. Lett., 2009,
11, 807-810.
