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. Author manuscript; available in PMC: 2009 Nov 26.
Published in final edited form as: J Am Chem Soc. 2008 Nov 26;130(47):15792–15793. doi: 10.1021/ja807076d

Table 3.

Hydroboration of Allylbenzene and Suzuki-Miyaura Cross-Coupling with Halo-Containing Trifluoroboratesa

graphic file with name nihms86551t22.jpg
entry graphic file with name nihms86551t23.jpg product % isolated yield
1 graphic file with name nihms86551t24.jpg graphic file with name nihms86551t25.jpg X = Br; 91
X = Cl; 85
2 graphic file with name nihms86551t26.jpg graphic file with name nihms86551t27.jpg 81
3 graphic file with name nihms86551t28.jpg graphic file with name nihms86551t29.jpg 71
a

General conditions: 9-BBN (1.1 equiv), allylbenzene (1.1 equiv), and THF (0.25 M), then Pd(OAc)2 (2 mol %), DavePhos (3 mol %), RBF3K (1.0 equiv), and KF (3 equiv), rt, 4h.