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. 2021 May 10;17:1048–1085. doi: 10.3762/bjoc.17.84

Table 19.

Effect of ammonium hexafluorophosphate as additive on the addition reactions of arylboronic acids to 3-methyl-2-cyclohexanone catalysed by L9/Pd(TFA)2 [48,50].

graphic file with name Beilstein_J_Org_Chem-17-1048-i019.jpg

60 °C, without additive 40 °C, 30 mol % NH4PF6, 5 equiv H2O
Ar entry yield (%) ee (%) entry yield (%) ee (%)

3-Cl-C6H4 1 55 97 6 96 96
4-Cl-C6H4 2 94 95 7a 87–91 93
3-Br-C6H4 3 44 86 8 84 84
3-NO2-C6H4 4 40 92 9 81 91
2-F-C6H4 5 32 77 10 70 77

aReaction performed at a 35 mmol scale [50].