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. 2019 Nov 20;9(65):37825–37829. doi: 10.1039/c9ra08709e

Control experiments to elucidate the role of the metal in the fragmentation stepa.

graphic file with name c9ra08709e-u3.jpg
Entry Added acid Equiv. 3b (%)
1 HCl 1
2 AcOH 1
3 BF3·Et2O 0.05 <5
4 BF3·Et2O 1 >90
5 Sc(OTf)3 1 29
6 PtCl2 0.05
7 [PtCl(dppp)]+ 0.05 <5
8 6c 0.05 >90
a

All reactions were carried out with 1 mmol of 2b in toluene/H2O 9/1 at 105 °C.

b

Determined by 1H NMR spectroscopy.