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. Author manuscript; available in PMC: 2016 Jun 3.
Published in final edited form as: Tetrahedron. 2014 Oct 29;71(22):3666–3670. doi: 10.1016/j.tet.2014.10.065

Table 3.

Examination of the amount of catalyst and ligand loading in the alkylation reaction.

graphic file with name nihms-638763-t0007.jpg
Entry Cu(isobutyrate)2 Ligand i-Pr2NEt ee
1 10 mol % 10 mol % 3.0 equiv 25%
2 10 mol % 20 mol % 3.0 equiv 28%
3 20 mol % 40 mol % 3.0 equiv 56%
4 20 mol % 10 mol % 3.0 equiv 35%
5 1 equiv 1 equiv 3.0 equiv 60%
6 20 mol % 20 mol % 1.0 equiv 33%
7 20 mol % 20 mol % 1.5 equiv 35%
8 20 mol % 20 mol % 2.0 equiv 38%
9 20 mol % 20 mol % 2.5 equiv 37%
10 20 mol % 20 mol % 4.0 equiv 36%
11 20 mol % 20 mol % 5.0 equiv 37%
12 20 mol % 20 mol % 6.0 equiv 36%
13 20 mol % 20 mol % 20 equiv 36%

Conditions: 0.0049 mmol 5, 0.0145 mmol 12, LiOt-Bu (10 mol %), 0.1 mL CH2Cl2 (0.049 M).