Table 4.

Optimization of tandem E/Z isomerization/C(alkenyl)–H alkenylation

Entry	Variation from Standard Conditions	Yielda	Z:Ea
1	none	(65%)	6.4:1
2b	room temperature	25%	4.5:1
3b	40 °C	71%	4.1:1
4b	50 °C	63%	4:1
5c	PdCl2	9%	3.3:1
6c	Pd(OTFA)2 (10 mol%)	20%	2.9:1
7c	Pd(acac)2 (10 mol%)	30%	3.7:1
8c	White catalyst (10 mol%)	20%	2:1
9d	Pd(OAc)2(10 mol%)	51%	3.3:1

^a1H NMR yield using CH₂Br₂ as internal standard. Isolated yields in parentheses.

^bPivOH, 16 h.

^cPivOH, 60 °C, 19 h.

^dPivOH, 60 °C, 6 h.