Nature Communications

Table 1 Optimization of the reaction conditions

From: Photocatalytic enantioselective α-aminoalkylation of acyclic imine derivatives by a chiral copper catalyst


Entry^a	Metal salt	Subs.	Ligand	T (°C)	Light source	t (h)	Product	Yield (%)^b	e.e. (%)^c
1	Cu(OTf)₂	1a	L1	25	Blue LEDs	16	3a	70	38
2	Cu(OTf)₂	1a	L1	25	None	16	3a	0	n.a.
3	Cu(OTf)₂	1a	L1	60	None	16	3a	0	n.a.
4	Cu(OTf)₂	1a	L1	25	Red LEDs	16	3a	0	n.a.
5	Cu(OTf)₂	1a	L1	25	UV lamps	16	3a	0	n.a.
6	None	1a	None	25	Blue LEDs	16	3a	0	n.a.
7	CuOTf	1a	L1	25	Blue LEDs	16	3a	0	n.a.
8	Ni(OTf)₂	1a	L1	25	Blue LEDs	16	3a	0	n.a.
9	Fe(ClO₄)₃	1a	L1	25	Blue LEDs	16	3a	0	n.a.
10	Cu(OTf)₂	1b	L1	25	Blue LEDs	16	3b	74	56
11	Cu(OTf)₂	1c	L1	25	Blue LEDs	16	3c	44	17
12	Cu(OTf)₂	1b	L2	25	Blue LEDs	16	3b	54	11
13	Cu(OTf)₂	1b	L3	25	Blue LEDs	16	3b	64	5
14	Cu(OTf)₂	1b	L4	25	Blue LEDs	16	3b	69	68
15	Cu(OTf)₂	1b	L5	25	Blue LEDs	16	3b	74	71
16	Cu(OTf)₂	1b	L6	25	Blue LEDs	16	3b	79	30
17	Cu(OTf)₂	1b	L7	25	Blue LEDs	16	3b	77	80
18	Cu(OTf)₂	1b	L8	25	Blue LEDs	16	3b	69	79
19	Cu(OTf)₂	1b	L7	0	Blue LEDs	24	3b	79	86
20	Cu(OTf)₂	1b	L7	−40	Blue LEDs	40	3b	77	93

n.a. not applicable
^aReaction conditions: 1a–1c (0.20 mmol), 2a (0.60 mmol), metal salt (10 mol%), ligand (11 mol%), THF (2.0 mL), indicated temperature, indicated light source, under argon, see more details for the screening of solvent in Supplementary Table 1
^bIsolated yield
^ce.e. value determined by chiral HPLC

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