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. 2017 May 16;19(11):2841–2844. doi: 10.1021/acs.orglett.7b01047

Table 1. Reaction Developmenta.

graphic file with name ol-2017-01047f_0006.jpg

entry deviation from optimized conditions time (h) yield (%)
1 noneb 1 87
2 no AcOH 25 complex
3 20 mol % of AcOH in PhMe 2 complex
4 20 mol % of BzOH in PhMe 2 complex
5 5 equiv of AcOH in PhMe 3 30
6 10 equiv of AcOH in PhMe 3 38
7 20 equiv of AcOH in PhMe 1.5 57
8 PhMe/AcOH = 3:1c 1.5 84
9 PhMe/AcOH = 1:3d 3.5 80
10 AcOH as solvente 3.5 73
11 0.2 M conc 1 71
12 0.05 M conc 1.5 87
a

Reactions were performed on a 0.2 mmol scale. All yields correspond to isolated yields.

b

Corresponds to 87.5 equiv of AcOH.

c

44 equiv of AcOH.

d

131 equiv of AcOH.

e

175 equiv of AcOH.