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. 2015 Feb 6;11:213–218. doi: 10.3762/bjoc.11.23

Table 3.

Reactions of methyl 4-phenyl-4-oxobutanoate with tert-butyl acrylatea.

graphic file with name Beilstein_J_Org_Chem-11-213-i003.jpg

Entry Ligand Time (h) Conv. (%) anti/syn yield (%)b

1c 24 70 43:57 61
2 DPBen 4 98 48:52 92
3 dppp 6 93 47:53 81
4 Dppf 9 67 34:66 58
5 Dppf 12 100 25:75 97
6d Xantphos 6 100 24:76 98
7 Xantphos 4 99 28:72 93
8 DPEphos 4 84 36:64 76

a2a:1d:PMHS:CuX:ligand =1:1.2:2:1%:1%, 25 °C unless noted, bisolated yield; c2a:1d:PMHS:CuX:ligand = 1:1.2:2:3%:3%; d2a:1d:PMHS:CuX:ligand = 1:1.5:3:3%:3%, 0 °C.