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. 2004 Apr 5;101(16):5749–5754. doi: 10.1073/pnas.0307150101

Table 5. Enantioselective addition of phenylacetylene to N-benzylideneaniline in various solvents.

Entry Solvent Yield, % ee %
1 Toluene 78 96
2 Benzene 74 97
3 Heptane 80 99
4 Dichloromethane 79 98
5 Chloroform 81 97
6 1,2-Dichloroethane 71 99.5
7 Carbon tetrachloride 25 99.4
8 1,4-Dioxane 82 98
9 Tetrahydrofuran 65 96
10 Ethyl acetate 53 98
11 Acetone 80 99
12 N,N-dimethylformamide 80 97
13 Acetonitrile 82 99
14 Methanol 85 88
15 Triethylamine 48 97
16 Water 71 84