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. Author manuscript; available in PMC: 2011 Jul 28.
Published in final edited form as: J Am Chem Soc. 2010 Jul 28;132(29):10012–10014. doi: 10.1021/ja1043006

Table 1.

Other Systems for Catalytic Aldehyde α-Oxyamination

graphic file with name nihms-220547-f0008.jpg
entry oxygen source metal catalyst % yielda
1 TEMPO none 11
2 Oxoammoniumb none 19
3 TEMPO Sc(OTf)3 17
4 TEMPO Zn(NTf2)2 12
5 TEMPO [Fe(dmf)3Cl2][FeCl4] 72
6 TEMPO Co(salen) 75
7 TEMPO CuCl2 82
a

Yield determined by 1H NMR analysis relative to internal standard.

b

Added as a solution in DMF by syringe pump over 1h.