Table 2 Effects of alcohol additivesa.

From: Non-enzymatic catalytic asymmetric cyanation of acylsilanes

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Entry

Additive (equiv)

Yield (%)b

ee (%)

1

None

37

95

2

MeOH (2.0)

90

82

3

i-PrOH (2.0)

91

87

4

t-BuOH (2.0)

33

95

5c

i-PrOH (1.0)

88

91

  1. aReactions were run using 1a (0.20 mmol), TMSCN (0.40 mmol), the additive, and 3a (0.020 mmol) in CHCl3 (0.20 mL).
  2. bIsolated yields.
  3. cReaction was run using 5.0 mol % (0.010 mmol) of 3a.