Table 2 Substrate scope of aldimine 2^a

entry	R	R'	R”	prod.	yield (%)^b	ee (%)^c
1	4-ClC₆H₄	Me	Me	4a	90	94
2	4-ClC₆H₄	Me	Et	4a	74	90
3	4-ClC₆H₄	Me	tBu	4a	83	94
4	4-CF₃C₆H₄	Me	Me	4b	73	95
5	4-CNC₆H₄	Me	Me	4c	93	95
6	4-MeO₂CC₆H₄	Me	Me	4d	96	96
7	3-NO₂C₆H₄	Me	Me	4e	87	96
8	3-MeSO₂C₆H₄	Me	Me	4f	85	96
9	2-ClC₆H₄	Me	Me	4g	67	96
10	Ph	Me	Me	4h	86	95
11^d	4-MeC₆H₄	Me	Me	4i	49	97
12	3-MeC₆H₄	Me	Me	4j	76	95
13	2-MeC₆H₄	Me	Me	4k	70	88
14^d	4-iBuC₆H₄	Me	Me	4l	41	97
15^d	3-MeOC₆H₄	Me	Me	4m	71	95
16	1-naphthyl	Me	Me	4n	63	87
17	2-naphthyl	Me	Me	4o	85	96
18^d	2-thienyl	Me	Me	4p	49	96
19	2-Br pyrid-3-yl	Me	Me	4q	65	89
20^d	N-Ts 3-indolyl	Me	Me	4r	45	94
21	Cy	Me	Me	4s	40	87
22	4-ClC₆H₄	Pr	Me	4t	69	91
23	4-ClC₆H₄	iBu	Me	4u	80	90
24	4-ClC₆H₄	CH₂Ph	Me	4v	61	95
25	4-ClC₆H₄	Ph	Me	4w	89	88
26	4-ClC₆H₄	(CH₂)₂CO₂Me	Me	4x	77	95
27	4-ClC₆H₄	(CH₂)₂SMe	Me	4y	45	89

^aReaction conditions: all reactions of step 1 were carried out with 0.3 mmol 1, 0.2 mmol 2, 0.3 mmol Cs₂CO₃ in 2 mL of CH₂Cl₂ for 10–14 h. Cu(I) = Cu(MeCN)₄BF₄. Ir(I) = [Ir(cod)Cl]₂; Step 2: 3.5 equiv TfOH in MeCN (0.1 M) at 40 ^oC for 2–3 days, >20:1 dr for all cases.
^bIsolated yields over two steps.
^cEe was determined by chiral HPLC analysis.
^dPerformed at 50 ^oC.

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