Table 1.

Optimization of the alkene oxyamination^a

entry	equiv Cu(eh)2	solvent	yield (%)b
1c	3	PhCF3	45d
2	3	PhCF3	50d
3	3	xylenes	85
4	2	xylenes	87
5	1.5	xylenes	50d
6c	2	xylenes	80d

^aConditions: Substrate 1a (0.116 mmol) in solvent (0.1 M) was treated with the specified amount of Cu(eh)₂, Cs₂CO₃ (1 equiv) and TsNH₂ (1.5 equiv) at 130 °C for 24 h unless otherwise noted. Only one diastereomer (dr >20:1) was observed by ¹H NMR.

^bIsolated yield unless otherwise noted.

^cReaction run at 120 °C.

^d% conversion based on ¹H NMR analysis of the crude mixture. The remainder of the material balance is starting substrate. Cu(eh)₂ = Copper(II) 2-ethylhexanoate.