Table 2.

Alkylation of Electron-Rich Indole Substrates^[a]

Entry	R (indole)	lactam	Time (h)	Product	Yield [%][b]	ee [%]
1	H	6a	24	2a	90	93 (99)[c]
2	H	6c	24	2b	93	86
3	4-Me	6a	24	2c	86	95
4	5-Me	6a	24	2d	79	90 (91)[c]
5	5-CH2CH2	6a	24	2e	82	90
6	6-OMe	6a	24	2f	80	80 (98)[b]
7	H	6d	48	2g	60	92
8	H	6b	48	2h	70	93
9	5-OMe	6b	48	2i	86	90
10	5-Me	6b	48	2j	93	94
11	5-CH2CH2	6b	48	2k	92	91
12	6-OMe	6b	48	2l	76	88

^[a]Unless noted otherwise, reactions were carried out on 0.3 mmol scale.

^[b]Isolated yield after chromatographic purification.

^[c]Reaction carried out on 3 mmol scale.

^[d]Ee of product purified by trituration with Et₂O in parentheses.