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. Author manuscript; available in PMC: 2012 Aug 5.
Published in final edited form as: Org Lett. 2011 Jul 6;13(15):3948–3951. doi: 10.1021/ol201469r

Table 2.

Scope of Potassium Alkoxymethyltrifluoroborates

graphic file with name nihms309665t2.jpg
entry R yield (%)
1 Me 2a 3a 71a
2 Bn 2b 3b 82 (79)b
3 t-Bu 2c 3c 87
4 Cyclopentyl 2d 3d 76
5 Cyclopropyl-CH2 2e 3e 90
6 TMS-CH2-CH2 2f 3f 91
7 CH3(CH2)3CH(CH3) 2g 3g 79
8 Menthyl 2h 3h 72c
9 PMB 2i 3i 82
a

5 mol % PdCl2(COD), 10 mol % dippf, 110 °C, 4 h.

b

reaction run on a 4 mmol scale using 2 mol % of PdCl2(COD) and 4 mol % of dippf.

c

5 mol % palladium precatalyst VIII, 10 mol % dippf, 4 equiv of K3PO4, 110 °C, 4 h.