Table 9.

Diazo-free C–H insertion reactions with donor/donor and donor carbenes from enynones

entry	X	R1	R2	R3	catalyst	# examples	yield (%)	dr	er	ref
1[a]	O, NAc	alkyl, alkoxy	alkyl	alkyl, alkenyl, CO2Et, Ar[b]	[Rh], 17	29	65–99	50:50 to >99:1	82:18 to 99.5:0.5	79
2[c]	NAc	alkyl,alkoxy, Ph	alkyl, Ph	alkyl, alkenyl, Ar[b]	[Ru], 26	34	43–97	91:9 to >99:1	98:2 to >99.5:0.5	80
3[a]	NA	CH3	CH3	alkenyl, Ph	[Rh], 17	3	99	77:23 to 95:5	80:20 to 87:13	79

^[a]reactions run −20 to −30 °C.

^[b]Ar = Ph, substituted Ph, napthyl (entry 1); Ar = Ph, substituted Ph (entry 2).

^[c]reactions run 80–120 °C