Table 3.

Catalytic enantioselective allylic alkylations with Z-vinylaluminum reagents 13 promoted by NHC–Cu complex derived from 12.^[a]

Entry	4 [R]	13 [Ar]	Product	Yield [%][b]	Vinyl:iBu addition[c]	SN2′:SN2[c]	E:Z[c]	e.r.[d]
1	4a [Ph]	13a [Ph]	14	78	91:9	>98:2	>98:2	97:3
2	4a [Ph]	13b [oMeOC6H4]	15	68	72:28	>98:2	>98:2	97.5:2.5
3	4a [Ph]	13c [oMeC6H4]	16	61	76:24	>98:2	>98:2	97:3
4	4a [Ph]	13d [mCF3C6H4]	17	86	91:9	>98:2	>98:2	95.5:4.5
5	4a [Ph]	13e [pCF3C6H4]	18	71	75:25	>98:2	>98:2	96.5:3.5
6	4a [Ph]	13 f [pFC6H4]	19	85	90:10	>98:2	>98:2	98:2
7	4a [Ph]	13g [pMeOC6H4]	20	75	80:20	>98:2	>98:2	98.5:1.5
8	4g [pNO2C6H4]	13a [Ph]	21	81	93:7	>98:2	>98:2	97:3
9	4h [pTsOC6H4]	13a [Ph]	22	81	90:10	>98:2	>98:2	98:2
10	4i [pMeC6H4]	13a [Ph]	23	84	87:13	>98:2	>98:2	98:2

^[a]See Table 1.

^[b]See Table 1.

^[c]See Table 1.

^[d]See Table 1.