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. Author manuscript; available in PMC: 2012 Feb 3.
Published in final edited form as: J Org Chem. 2008 Oct 21;73(22):8785–8790. doi: 10.1021/jo801578f

Table 4.

Application of 1GODCT50 16 for the formation of simple amides

graphic file with name nihms91109t4.jpg
entry R1CO2H R2NH2 product yield (%)c purity (%)b
1 BnCO2H BnNH2 5 92 >95
3 BnCO2H C5H8NH 7 94 >95
4 p-TolCO2H iPrNH2 8 92 >95
5 p-TolCO2H C5H8NH 9 95 >95
6 4-OMe-3-MeBnCO2H C5H8NH 10 94 >95
7 C7H15CO2H BnNH2 11 93 >95
a

All reactions were carried out on 0.164 mmol scale, with addition of 2.0 equivalents of 16 unless stated otherwise.

b

Purity by GC analysis and confirmed by 1H NMR of crude isolated products.

c

Yields were calculated from pure products after purification via elution through a silica SPE.