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

Table 17.

Addition reaction of arylboronic acids to 3-methyl-2-cyclohexenone catalysed by L9/Pd(TFA)2 [47,49].

graphic file with name Beilstein_J_Org_Chem-17-1048-i017.jpg
entry Ar temp. (°C) time (h) yield (%) ee (%)
1 Ph 60 12 99 93
2 Ph 60 12 99 91a
3 4-Me-C6H4 60 12 99 87
4 4-Et-C6H4 60 12 90 85
5 4-MeO-C6H4 40 24 58 69
6 4-BnO-C6H4 60 18 96 74
7 4-TBSO-C6H4 40 24 52 82
8 4-Ac-C6H4 60 18 99 96
9 4-Cl-C6H4 60 12 94 95
10 4-F-C6H4 80 12 84 92
11 2-F-C6H4 60 12 32 77
12 4-CF3-C6H4 60 12 99 96
13 3-Me-C6H4 60 24 99 91
14 3-Cl-C6H4 60 18 55 96
15 3-Br-C6H4 60 24 44 85
16 3-MeOOC-C6H4 60 24 91 95
17 3-NO2-C6H4 60 18 40 92

aAddition of 10 equiv of water.