Table 3. Pd-catalysed cross-coupling of (1-ethoxyvinyl)lithium ^a .

^aConditions: 3.0–6.0 mmol scale reaction. Aryl bromide (1 equiv.), (1-ethoxyvinyl)lithium (1.5 equiv., 0.60 M in THF). 2.5 h addition time. Toluene at 40 °C. Selectivity >90%. Yield values refer to isolated yields after purification.

^b70% conversion.

^c80% selectivity.

^diPrMgCl (1.0 equiv., 2 M in Et₂O) was added over 5 min prior to the organolithium.