Skip to main content
. Author manuscript; available in PMC: 2014 Sep 5.
Published in final edited form as: Chem Rev. 2013 Jun 17;113(8):5701–5765. doi: 10.1021/cr4000144

Table 4.

Synthesis of Bridged Lactams via Schmidt Reaction of 2-(2-Azidoethyl) Ketones by Murphy

graphic file with name nihms495222t5.jpg
entry n 185 R acid yield of
186 (%)		 yield of
187 (%)
1 0 185a H TfOH n/a 89a
2 0 185b 4-MeO-C6H4 TfOH n/a 22a,b
3 1 185c H TfOH n/a 94a
4 1 185d 4-MeO-C6H4 TiCl4 97 n/a
5 2 185e H TfOH 41 83
a

Yield from 185.

b

MsCl instead of TsCl.