Table 1 Examination of pyridyl boronic acids.

From: Catalytic asymmetric synthesis of carbocyclic C-nucleosides

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Entry

Boronic acid

Product,aYield (%)b

ee (%)

1

2a

3a, 90

95

2

2b

No conversion

–

3

2c

No conversion

–

4

2d

No conversion

–

5c

2e

3b, 50

94

6c

2e

3b, 70

94

7c

2f

3c, 90

92

  1. aReaction Conditions: 1 (0.4 mmol, 1 equiv), 2a (0.8 mmol, 2 equiv), [Rh(COD)(OH)]2 (0.01 mmol, 2.5 mol%), ligand (0.024 mmol, 6 mol%), Aq. CsOH (0.4 mmol, 1 equiv), THF (2 mL), 60 °C, 18 h.
  2. bIsolated yield.
  3. c10 vol% water was used as co-solvent.
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