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. 2015 Oct 22;7(1):713–718. doi: 10.1039/c5sc03510d

Table 2. Amidation of α-unsubstituted aldehydes a .

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# 1 3 Product Yield b (%)
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2 graphic file with name c5sc03510d-u6.jpg graphic file with name c5sc03510d-u7.jpg graphic file with name c5sc03510d-u8.jpg 67
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4 c graphic file with name c5sc03510d-u12.jpg graphic file with name c5sc03510d-u13.jpg graphic file with name c5sc03510d-u14.jpg 57
5 c graphic file with name c5sc03510d-u15.jpg graphic file with name c5sc03510d-u16.jpg graphic file with name c5sc03510d-u17.jpg 50

aProtocol: to a solution of azide 3 (1 mmol) and t-BuOK (2 equiv.) in THF/t-BuOH (1 mL/0.5 mL) under vigorous stirring, aldehyde 1 (4 mmol) in THF (0.5 mL) was added dropwise. After the reaction was completed (1–5 minutes), the solution was quenched with 1.5 M aq. AcOH (2 mL).

bIsolated yield.

c t-BuOK (1.2 equiv.), the volume of solvent was doubled.