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. Author manuscript; available in PMC: 2008 Oct 18.
Published in final edited form as: J Am Chem Soc. 2007 Jul 12;129(31):9602–9603. doi: 10.1021/ja074008l

Table 2.

Alkyl-Alkyl Suzuki Cross-Couplings of Unactivated Secondary Alkyl Bromides (for conditions, see eq 1)

entry Ralkyl—Br R1alkyl—9-BBN yield (%)a
1 graphic file with name nihms-58406-t0005.jpg graphic file with name nihms-58406-t0006.jpg 75
2 graphic file with name nihms-58406-t0007.jpg graphic file with name nihms-58406-t0008.jpg 77
3 graphic file with name nihms-58406-t0009.jpg graphic file with name nihms-58406-t0010.jpg 80
4 graphic file with name nihms-58406-t0011.jpg graphic file with name nihms-58406-t0012.jpg 75b
5 graphic file with name nihms-58406-t0013.jpg graphic file with name nihms-58406-t0014.jpg 65b
6 graphic file with name nihms-58406-t0015.jpg graphic file with name nihms-58406-t0016.jpg 82
7 graphic file with name nihms-58406-t0017.jpg graphic file with name nihms-58406-t0018.jpg 82c
8 graphic file with name nihms-58406-t0019.jpg graphic file with name nihms-58406-t0020.jpg 87
9 graphic file with name nihms-58406-t0021.jpg graphic file with name nihms-58406-t0022.jpg 64
10d graphic file with name nihms-58406-t0023.jpg graphic file with name nihms-58406-t0024.jpg 79
11 graphic file with name nihms-58406-t0025.jpg graphic file with name nihms-58406-t0026.jpg 81
12 graphic file with name nihms-58406-t0027.jpg graphic file with name nihms-58406-t0028.jpg 29
13 graphic file with name nihms-58406-t0029.jpg graphic file with name nihms-58406-t0030.jpg 93
a

Isolated yield (average of two experiments).

b

Diastereoselectivity: >20:1 (exo:endo).

c

Ratio of trans/cis = 65/35.

d

Eight equivalents of i-BuOH were used.