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. 2014 Jul 25;16(16):4154–4157. doi: 10.1021/ol501852n

Table 5. Experiments with TfOH in Chloroform.

graphic file with name ol-2014-01852n_0009.jpg

entry conditions R Z/Ea conva (%)
1 TfOH (1 equiv, 0.0010 M) Me 0.25 100
2 TfOH (1 equiv), Zn(OTf)2b H – 90
3 TfOH (1 equiv), Zn(OTf)2b Me 1 100
4 TfOH (1 equiv) H – 50c
5 TfOH (1 equiv) Me 1 100
a

Determined by 1H NMR.

b

0.20 equiv.

c

Starting material completely consumed; several side products are observed (see ref (14)).