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. 2017 Sep 5;23(53):13249–13258. doi: 10.1002/chem.201703057

Table 2.

Arylation of 1‐pentanol.

graphic file with name CHEM-23-13249-g015.jpg
Entry Additive (equiv) 4 a+4 b [%][a] Ratio 4 a:4 b Other products[a]
1 51 80:20
2[b] furan (5) 36 nd 6 a 9 %
3 piperidine (0.5) 27 100:0 graphic file with name CHEM-23-13249-g016.jpg
7 b (m)+7 c (p) 31 %
4[c] piperidine (1.2) 0
5 NaHMDS (1.2) 52[b] 80:20

[a] Isolated yields. [b] 1H NMR yield with TMB as internal standard. [c] No tBuONa was added. nd=not determined due to overlapping peaks, mainly 4 a.