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. 2023 Oct 23;14(44):12598–12605. doi: 10.1039/d3sc04335e

Investigations of the hydrolysis reaction of allylic bromide 25a.

graphic file with name d3sc04335e-u2.jpg
Entry Silver salt Cracroson Ab (%) Cracroson Eb (%) Ratio
1 AgOTf 66% 28% 2.4 : 1
2 AgNTf2 49% 33% 1.5 : 1
3 AgSbF6 47% 15% 3.1 : 1
4 AgBF4 76% 21% 3.6 : 1
5 AgClO4 70% 17% 4.1 : 1
6 AgNO3 23% 54% 1 : 2.3
7 Ag2CO3 Trace Trace
a

Reaction conditions: 25 (0.01 mmol), silver salt (0.03 mmol), acetone/H2O (v/v = 9 : 1, 0.70 mL) at 25 °C.

b

Isolated yield.