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. Author manuscript; available in PMC: 2013 Sep 7.
Published in final edited form as: Org Lett. 2012 Aug 29;14(17):4458–4461. doi: 10.1021/ol301955s

Table 1.

Synthesis of Potassium Boc-Protected Secondary Aminomethyltrifluoroborates 3a–g

graphic file with name nihms404418t1.jpg
entry R 2, yield (%) 3, yield (%)
1 n-Bu 2a, 65 3a, 67
2 i-Pr 2b, 69 3b, 71
3 graphic file with name nihms404418t2.jpg 2c, 68 3c, 87
4 graphic file with name nihms404418t3.jpg 2d, 53 3d, 90
5 Bn 2e, 41 3e, 74
6 graphic file with name nihms404418t4.jpg 2f, 60 3f, 88
7 graphic file with name nihms404418t5.jpg 2g, 75 3g, 53a
8 Ph 2h, 64 3h, -a,b
a

1 equiv of K2CO3 was added before KHF2 was added.

b

A mixture of 3h and Boc-deprotected 3h.