Development of Novel Hydrogen-Bond Donor Catalysts by Tsubasa Inokuma

Author:Tsubasa Inokuma
Language: eng
Format: epub
Publisher: Springer Japan, Tokyo

1

1c

36

52

36

22

64

2

1a

24

<1

–

88

88

3d

1d

72

20

8

0

–

4

1e

72

38

47

0

–

5

1f

36

91

95

0

–

6

1g

24

92

97

0

–

7

1h

72

36

26

16

33

8

1i

72

16

14

0

–

a Unless otherwise noted, the reactions were conducted with 18a (1.0 equiv), 19a (2.0 equiv) and catalyst 1a,c-i (10 mol%) in toluene at room temperature

b Yield of isolated product

c Determined by chiral HPLC analysis

d The catalyst loading was 20 mol%

Having established that catalyst 1g is optimal for this Michael addition, I next screened several γ-hydroxyenones 18b–g and organoboronic acids 19a–g (Table 3.2).Table 3.2Substrate scopea

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