Table 3 Grignard scope

From: Highly enantioselective catalytic synthesis of chiral pyridines

Entry

R′MgX

R

Product

Yield (%)a

ee (%)b

1

EtMgBr

Ph

2a

94

93

2

PrMgCl

Ph

5a

75

93

3

HexMgBr

Ph

5b

81

95

4

i-PentMgBr

Ph

5c

65

97

5

i-BuMgBr

Hexyl

5d

56

64

6c

c-PentMgBr

Hexyl

5e

54

89

7

CH2=CH(CH2)2MgBr

Hexyl

5f

91

93

8

CH2=CH(CH2)3MgBr

Ph

5g

66

90

9

Ph(CH2)2MgBr

Hexyl

5 h

89

97

10d

MeMgBr

Hexyl

5i

50

93

11e

PhMgBr

Hexyl

5j

84

0

  1. aReported yields are for isolated products
  2. bDetermined by chiral HPLC
  3. c4. equiv. of Grignard was used
  4. dReaction was carried out at 0 °C for 5 h
  5. eLigand L10 was used (see Supplementary Table 1 for L10 structure)