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. Author manuscript; available in PMC: 2019 Jul 6.
Published in final edited form as: J Org Chem. 2018 Jan 23;83(13):6995–7009. doi: 10.1021/acs.joc.7b02972

Table 2.

Wolff/Cope solvent studies of substrate 48

graphic file with name nihms945199u6.jpg
entrya solvent dielectric constant (ε) 50 : 51b
1 MeCN 37.5 1 : 4
2 DCE 10.4 1 : 2.8
3 THF 7.58 1 : 1.1
4 EtOAc 6.02 1 : 1.3
5 toluene 2.38 1.1 : 1
6 1,4-dioxane 2.21 1 : 1.7
7 methylcyclohexane 2.02 3 : 1
8 heptane 1.92 3 : 1
a

α-Diazoketone 48 was consumed in all reactions.

b

Ratios determined by 1H NMR analysis of crude reaction mixtures.