Table 1 Reaction discovery and optimization[a]

From: Asymmetric cyanoesterification of vinylarenes by electrochemical copper catalysis

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Entry

Variation from above conditions

Yield (%)

ee (%)

1

with PcFe (5 mol%)

54

92

2

none

80[b]

92

3

6 (2.0 mol%)

55

91

4

TFE instead of AcOH

<5

ND

5

Fe plate cathode

69

92

6

8.0 mA

74

92

7

10.0 mA

64

91

8

cell potential at 2.3 V for 4 h

71

92

  1. [a]Performed with 4 (0.15 mmol, 1.0 equiv), 5 (2.0 equiv), Cu(OTf)2 (1.0 mol%), 6 (3.0 mol%), TMSCN (2.0 equiv), AcOH (1.0 mmol), MeCN (3.0 mL), TBAPF6 (2.0 equiv), carbon felt anode, Pt cathode, undivided cell. Yields were determined by 1H NMR using 1,1,2,2-tetrachloroethane as the internal standard. [b]Isolated yield. TFE 2,2,2-trifluoroethanol, ND not determined.
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