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. Author manuscript; available in PMC: 2015 Jan 15.
Published in final edited form as: Bioorg Med Chem. 2013 Nov 8;22(2):917–926. doi: 10.1016/j.bmc.2013.10.051

Table 1.

Substitution patterns of phenol/ester biphenyls

Starting Material Biphenyl Product Substituents
Bromide Boranate 3 3′
9a 8e 2a 4MeBP H
9e 8a 2b H 4MeBP
9a 8a 2c 4MeBP 4MeBP
9b 8e 2d MeCy H
9e 8b 2e H MeCy
9b 8b 2f MeCy MeCy
9c 8e 2g n-hept H
9e 8c 2h H n-hept
9c 8c 2i n-hept n-hept
9d 8e 2j 2MeNp H
9e 8d 2k H 2MeNp
9d 8d 2l 2MeNp 2MeNp
9e 8e 2m H H

4MeBP = 4-methylbiphenyl, MeCy = methylcylcohexane, 2MeNp = 2-methylnaphthalene