Table 1.

Optimization of reaction conditions.^a

Entrya	Ligand	Deviation from Standard Conditions	Yield 3 (%)b	Yield 4 (%)b	ee 3 (%)c
1	L6	None	78	20	84
2	L1	DMA instead of dioxane	0	62	–
3	L1	–	<5	32	38
4	L2	–	17	22	9
5	L3	–	25	40	83
6	L4	–	0	32	–
7	L5	–	52	35	77
8	L6	No Ni	0	0	–
9	L6	No Mn0	0	0	–
10	L6	No TMSCl	<5	<5	82
11	–	No Ligand	4	23	0
12	L6	Zn0 instead of Mn0	25	32	10
13	L6	TFA (0.4 equiv)	48	37	78
14	L6	NaBF4 (1.0 equiv)	76	24	90
15	L6	NaI (0.25 equiv)	71	29	84
16	L6	RBrCN (5) instead of 1	9	36	84

^aReactions conducted under inert atmosphere on 0.1 mmol scale for 14 h.

^bDetermined by ¹H NMR versus an internal standard.

^cDetermined by SFC using chiral stationary phase.