Table 1 Initial studies of nucleophilesa

From: NHC-catalyzed enantioselective access to β-cyano carboxylic esters via in situ substrate alternation and release

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Entry

Nucleophile

Desired product (%)b 3a

Homo-coupling (%)b 3a'

1

MeOH

0

82

2

EtOH

0

77

3

PhOH

0

81

4

2a

80

0

5

2a-1 to 2a-4

0

67-83

6

2a-5 to 2a-6

0

0

  1. aUnless otherwise specified, the reactions were conducted with 1a (0.10 mmol), nucleophiles (0.10 mmol), pre-NHC A (0.01 mmol), base (0.02 mmol) and solvents (2.0 mL) at rt for 12 hrs. bIsolated yield of 3a and 3a’.
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