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. Author manuscript; available in PMC: 2011 Dec 17.
Published in final edited form as: Org Lett. 2010 Nov 19;12(24):5783–5785. doi: 10.1021/ol102717x

Table 1.

Cross-Coupling of 2-(Bromomethyl)tetrahydro-2H-pyran with Potassium Aryltrifluoroborates

graphic file with name nihms254080u2.jpg
entry R-BF3K yield % entry R-BF3K yield %
1 graphic file with name nihms254080t1.jpg R = H, 86
R = OMe, 72		 6 graphic file with name nihms254080t2.jpg 68
2 graphic file with name nihms254080t3.jpg R = o-Me, 76
R = m-Me, 81(76)b
R = p-Me, 70		 7 graphic file with name nihms254080t4.jpg 81
3 graphic file with name nihms254080t5.jpg 64
4 graphic file with name nihms254080t6.jpg 71 8a graphic file with name nihms254080t7.jpg 66
5 graphic file with name nihms254080t8.jpg 53 9a graphic file with name nihms254080t9.jpg 68
a

Reactions run at 80 °C.

b

Reaction performed on 5 mmol scale using 1 mol % catalyst loading.