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. 2016 Jul 1;12:1361–1365. doi: 10.3762/bjoc.12.129

Table 1.

Optimization of a selective homoallylic bromochlorination reaction.a

graphic file with name Beilstein_J_Org_Chem-12-1361-i001.jpg
entry additive concentration yield 6/ee 6 (%) yield 7/ee 7 (%) cr (6:7) yield 8, others (%)
1 – 0.1 M 46/84 13/23 4:1 6, 34
2 – 0.025 M 45/82 10/19 5:1 3, 27
3 Ti(OiPr)4b 0.1 M 50/89 10/18 5:1 7, 28
4 Ti(OiPr)4b 0.025 M 57/89 6/38 10:1 6, 16

aReactions were conducted on 0.1 mmol scale with 1.2 equiv NBS, 1.1 equiv ClTi(OiPr)3; b20 mol %.