Table 5.

α-Functionalization of dipeptides and tripepptides^*

*Reaction conditions: aryl boronic acid (0.20 mmol), peptide (0.30 mmol), TBHP (36 μL, 5–6 M in decane), CuBr (0.02 mmol), DCE (0.5 mL).

^†Isolated yields are based on aryl boronic acid, and NMR yields using an internal standard are given in parentheses.

^‡d.r. (diastereomer ratio) was determined by HPLC analysis. d.r. of the product is 4:5.

^§Reaction was performed using peptide as the limiting reagent at 70 °C, phenylacetylene was used at 3.0 equiv.

^¶Reactions were performed using peptide as the limiting reagent at room temperature, indole was used at 1.5 equiv.

^‖Reaction was performed using dipeptide as the limiting reagent at room temperature in DCM, diethyl zinc was used at 2 equiv.

**d.r. (diastereomer ratio) was determined by HPLC analysis. d.r. of the product is 3:5.