Table 1 Effect of reaction parameters.

From: Asymmetric benzylic C(sp3)−H acylation via dual nickel and photoredox catalysis

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Entry

Variation from standard conditions

Yield (%)

ee (%)

1

None

85

94

2

25°C, instead of 10°C

83

90

3

Ni(acac)2, instead of NiBr2·glyme

6

-

4

as entry 3, but plus 1.5 equiv NaBr

62

88

5

Boc2O, instead of DMDC

14

93

6

DMBP, instead of PC

0

-

7

No NH4Cl

54

93

8

No Ni, or no PC, or no light

0

-

9

C1C4, instead of (acid+DMDC + NH4Cl)

as shown below

10

L1L5, instead of (S)-L

as shown below

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  1. Reactions were conducted on a 0.1 mmol scale. The yields were determined through GC analysis using n-dodecane as an internal standard. DMDC dimethyl dicarbonate. PC Ir[dF(CF3)ppy]2(dtbbpy)PF6, DMBP 4,4’-dimethoxybenzophenone.