Table 4. Scope of the Addition of Grignard Reagents to Imines Derived from SIAs^a.

entry	R1	R2	X	yieldb	drc
1	tBu	Ph	Br	86	95:5
2	tBu	3-methoxy-C6H4	Br	90	96:4
3	tBu	4-chloro-C6H4	Br	98	93:7
4	tBu	Me	Br	86	67:33
5	tBu	iPr	Cl
6	Ph	3-methoxy-C6H4	Br	85	92:8
7	Ph	4-chloro-C6H4	Br	85	92:8
8	Ph	Me	Br	80	84:16d
9	4-chloro-C6H4	Ph	Br	86	84:16
10	4-chloro-C6H4	3-methoxy-C6H4	Br	90	94:6

^aReaction conditions: imine (0.05 mmol, 1 equiv), Grignard reagent (2.5 equiv), toluene (0.5 mL), −78 to r.t.

^bThe yield was determined by ¹H NMR spectroscopy using tert-butyl methyl ether as the internal standard.

^cDetermined by ¹H NMR spectroscopy or chiral HPLC.

^dReaction performed in CH₂Cl₂.