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. 2020 May 11;59(30):12527–12533. doi: 10.1002/anie.202003029

Table 2.

Asymmetric cyclopropanation of iminium hexafluorophosphates 1 [a] and 2 [b] with diphenyldiazomethane 4. Inline graphic

Iminium ion

R

5

Yield (%)[c]

er [d]

1 a

H

5 a

69

67:33

1 b

Me

5 b

60

65:35

1 c

OMe

5 c

72

68:32

1 d

NO2

5 d

58

69:31

2 a

H

5 a

93

90:10

2 b

Me

5 b

90

90:10

2 c

OMe

5 c

95

93:7

2 e

Cl

5 e

92

91:9

2 f

F

5 f

88

90:10

[a] Conditions: 1 (0.20 mmol) and 4 (0.30 mmol) in dichloromethane (4 mL) at 20 °C. [b] Conditions: 2 (0.20 mmol) and 4 (0.30 mmol) in acetonitrile (4 mL) at −40 °C. [c] Yields of isolated products after purification by column chromatography. [d] Determined by chiral HPLC.