Table 2.

Pd-catalyzed carboetherification reactions of phenols bearing pendant alkenes^a

Entry	Substrate	RBr	Product	Yieldb
1	7		8	75%
2	7		14	57%
3	7		15	51%
4	9		16	87%
5	9		17	71%
6	9		18	83%
7	9		19	68%
8	10		20	54%
9	10		21	56%
10	11		22	59% >20:1 dr
11	12		23	71% >20:1 dr
12	12		24	63% >20:1 dr
13	13		25	ca. 47%c 2:1 dr
14	5		26	37%

^aConditions: 1.0 equiv phenol substrate, 2.0 equiv R–Br, 2.0 equiv NaO^tBu, 2 mol % Pd₂(dba)₃, 4 mol % S-Phos, toluene (0.25 M), 110 °C.

^bIsolated yield (average of two experiments).

^cThe two inseparable stereoisomeric products were isolated in 63% yield and ca. 75% purity. The remaining 25% of the mixture was primarily composed of an unidentifed low molecular weight side product that appears to be derived from the phenol substrate.