Skip to main content
. Author manuscript; available in PMC: 2014 Oct 22.
Published in final edited form as: Aldrichimica Acta. 2011;44(1):3–11.

Table 10.

Azidation of Aldehydes

graphic file with name nihms522308t25.jpg
R R1 w/ TMSN3
5 Examples
yield (%)a
(dr)c
w/ HN3
5 Examples
yield (%)b
(dr)c
Ph Me 75 (4:1) 75 (4:1)

Ph C5H11 83 (6.5:1) 83 (6.5:1)

Ph Ph 84 (2.6:1) 47 (1:1)

4-ClC6H4 Me 79 (3.6:1) 53 (3.5:1)

2-Naphthyl Me 52 (5.6:1) 53 (3:1)

1-Naphthyl Me 20 (2.6:1) 60 (5:1)

Cy Me 78 (2.7:1) 78 (3:1)