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. Author manuscript; available in PMC: 2008 Aug 26.
Published in final edited form as: Chem Rev. 2007 May 27;107(6):2503–2545. doi: 10.1021/cr0509556

Table 39.

Catalyst screening in the asymmetric Friedel-Crafts alkylation of anisole with ligands A-F of Figure 37.

graphic file with name nihms-63649-t0124.jpg
entry ligand metal salt mol% time (h) yield (%) ee (%)
1 A Cu(OTf)2 1.0 10 90 88
2 A Cu(ClO4)2 1.0 18 95 81
3 A Cu(OAc)2 1.0 24 trace -
4 A CuCl2 1.0 24 trace -
5 A Cu(OTf) 1.0 24 trace -
6 A Zn(OTf)2 1.0 24 45 81
7 A Mg(OTf)2 1.0 24 trace -
8 A Sc(OTf)3 1.0 24 trace -
9 A FeCl3 1.0 24 <5 -
10 B Cu(OTf)2 1.0 15 80 80
11 C Cu(OTf)2 1.0 20 78 22
12 D Cu(OTf)2 1.0 17 85 79
13 E Cu(OTf)2 1.0 24 trace -
14 F Cu(OTf)2 1.0 24 trace -
15 - Cu(OTf)2 1.0 24 7 -
16 A Cu(OTf)2 0.1 20 85 86
17 A Cu(OTf)2 0.01 20 70 85