Table 2. Selective Cross-Coupling Using Alkylsilicate 2a^a.

^aUnless otherwise noted, reactions were performed using 1 (1.0 equiv, 0.5 mmol), 2a (1.2 equiv), NiCl₂·dme (2.5 mol %), Ru(bpy)₃(PF₆)₂ (2 mol %), and phen (5 mol %) in DMF (0.1 M) at rt for 24 h, irradiating with blue LEDs; ratios of 3:4 are indicated in parentheses, and these values were obtained before purification. All yields are isolated yields after purification.

^bPerformed using bpy as a ligand.

^cValue in brackets denotes the yield on a 5 mmol scale using phen as the ligand.

^dProduct obtained as its 1° alcohol rather than acetate by modification of the workup.