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. Author manuscript; available in PMC: 2013 Oct 10.
Published in final edited form as: J Am Chem Soc. 2012 Oct 1;134(40):16856–16868. doi: 10.1021/ja307861n

Table 3.

Preparation of Potassium 1-(Alkoxy)alkyltrifluoroborates.

graphic file with name nihms411884u3.jpg
Entry RBF3K Isolated Yield (%)
1 graphic file with name nihms411884t25.jpg 7a 97
2 graphic file with name nihms411884t26.jpg 7b 81
3 graphic file with name nihms411884t27.jpg 7c 77
4 graphic file with name nihms411884t28.jpg 7d 84
5 graphic file with name nihms411884t29.jpg 7e 93
6 graphic file with name nihms411884t30.jpg 7f 81
7 graphic file with name nihms411884t31.jpg 7g 90
8 graphic file with name nihms411884t32.jpg 7h 71
9 graphic file with name nihms411884t33.jpg 7i 80
10 graphic file with name nihms411884t34.jpg 7j 53
11 graphic file with name nihms411884t35.jpg 7k 45
12 graphic file with name nihms411884t36.jpg 7l 92a
13 graphic file with name nihms411884t37.jpg 7m 94a,b

Reaction conditions: 1.0 equiv of trifluoroborate, 1.5 equiv of KH, 1.5 equiv of electrophile, THF, 50 °C, overnight.

a

rt, overnight.

b

MeI in place of R-Br.