Skip to main content
. 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 40.

Scope of the asymmetric Friedel-Crafts alkylation of aryl ethers with Cu(OTf)2 and ligand A of Figure 37 under solvent-free and highly concentrated reaction conditions.

graphic file with name nihms-63649-t0125.jpg
entry substrate temp(°C) time (h) product yield (%) ee (%)
1 graphic file with name nihms-63649-t0126.jpg R = H 0 10 graphic file with name nihms-63649-t0127.jpg 90 90
2 R = Me −20 30 80 90
3 R = Ph −20 28 55 90
4 graphic file with name nihms-63649-t0128.jpg R′ = n-Bu −20 40 graphic file with name nihms-63649-t0129.jpg 88 92
5 R′ = Ph 0 72 62 92
6a R′ = CH2-2-C6H4-Br 15 18 96 92
7 R′ = CH2-4-C6H4-Br 25 36 85 91
8 R′ = CH2-Ph 0 16 98 90
9 R′ = CH2-3-C6H4-Cl 0 28 78 93
10 graphic file with name nihms-63649-t0130.jpg R = H −20 30 graphic file with name nihms-63649-t0131.jpg 62 93
11 R = Me −20 30 75 90
12 R = Ph −20 48 70 93
a

highly concentrated with CH2Cl2.