Skip to main content
. 2021 May 10;17:1048–1085. doi: 10.3762/bjoc.17.84

Table 35.

Addition reactions of ortho-substituted arylboronic acids to five and six-membered enones [1415].

graphic file with name Beilstein_J_Org_Chem-17-1048-i035.jpg

entry n Ar yield (%) ee (%)

1 0 2-Me-C6H4 23 90
2 1 2-Me-C6H4 16 98
3 0 2-MeO-C6H4 45 80
4 1 2-MeO-C6H4 42a 96
5 0 2-F-C6H4 20 95
6 1 2-F-C6H4 23a 95
7 0 2-Cl-C6H4 12a 94
8 1 2-Cl-C6H4 <10
9 0 dibenzofuran-4-yl 51 94
10 1 dibenzofuran-4-yl 36 94
11 0 1-naphthyl 38a 85
12 1 1-naphthyl 26 95
13 0 2,3-diOMe-5-Me-C6H2 55a 92
14 1 2,3-diOMe-5-Me-C6H2 19 94
15 0 2,3-diMeO-C6H3 25 94
16 1 2,3-diMeO-C6H3 44 99
17 0 2-MeO-5-Me-C6H3 32a 80
18 1 2-MeO-5-Me-C6H3 28 91
19 0 2,5-diMeO-4-Me-C6H2 21a 74
20 1 2,5-diMeO-4-Me-C6H2 <10 84
21 0 2-MeO-4-Me-C6H3 <10 68
22 1 2-MeO-4-Me-C6H3 17 90

*8 mol % PdL14 used.