Table 3 Optimization of the Cu(II)-catalyzed DA reactionsa

From: Divergent synthesis of chiral cyclic azides via asymmetric cycloaddition reactions of vinyl azides

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Entry

Ligand

T (°C)

Yield (%)b

ee (%)c

1

L9

30

84

21

2

L8

30

64

73

3

L3

30

75

80

4

L3

−20

78

87

5

L10

−20

84

87

6

L11

−20

81

84

7

L12

−20

80

93

  1. aReaction conditions: a mixture of 1a (0.2 mmol), 2m (0.24 mmol), Cu(SbF6)2 (10 mol%), and ligand (12 mol%)
  2. bIsolated yield
  3. cDetermined by HPLC using a chiral stationary phase
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