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. Author manuscript; available in PMC: 2011 Mar 15.
Published in final edited form as: J Am Chem Soc. 2008 Feb 27;130(11):3645–3651. doi: 10.1021/ja7104784

Table 3.

Oxidant Screen for the Conversion of DHP 3 to Pyridine 13.

graphic file with name nihms276461t63.jpg
Entry Oxidant Solvent T (°C) Result
1 MnO2 CH2Cl2 23 trace 12
2 Mn(OAc)3/H3IO5 AcOH 23 trace 12
3 DDQ EtOAc 23 trace 12
4 Ph3CCl CH2Cl2 23 12
5 Pd/C, aira AcOH 50 13, 70%
a

Followed by 1 atm H2 for 1 h at 23 °C.