Table 2.

Substrate scope with various aryl ethyl amines

Entry		(Het)Ar	X	Ugi product A	Yielda (%) (dr)b	Pictet–Spengler product B	Yielda (%) (dr)b
1			H	1a	73	1b	67 (5:3)
2			H	2a	93	2b	57
3			H	3a	78	3b	70
4			H	4a	74	4b	50
5			H	5a	82	5b	69
6			H	6a	85	6b	89
7			H	7a	71	7b	56
8			H	8a	94	8b	68
9			H	9a	93	9b	57 (2:1)
10			H	10a	68	10b	77
11			H	11a	67	11b	70
12			H	12a	tracesc	12b	—
13			H	13a	—	13b	—
14			H	14a	—	14b	—
15			H	15a	—	15b	—
16			H	16a	57	16b	30 (5:3)
17			H	17a	94	17b	53
18			H	18a	87	18b	72
19			H	19a	82	19b	84
20			H	20a	98	20b	95
21			H	21a	86	21b	32
22				22a	31 —	—
23			H	23a	—	—	—
24			H	24a	——	—
25			H	25a	—	—	—
26			COOMe	26a	81 (5:1)	26b	57c
27			COOMe	27a	91 (5:1)	27b	57 (2:2:1)
28			COOMe	28a	25 (3:2)	28b	—
29			COOMe	29a	70 (5:4)	29b	35 (2:1)
30			COOMe	30a	88	30b	58
31			COOMe	31a	91	31b	82
32			COOMe	32a	86 (3:2)	32b	74 (2:1)
33			COOMe	33a	85 (3:2)	33b	85 (9:1)
34			COOMe	34a	92 (5:3)	34b	75 (5:3)
35			COOMe	35a	89 (5:4)	35b	87 (5:4)
36			COOMe	36a	53 (5:1)	36b	51 (5:1)
37			H	37a	93	37b	—
38			H	38a	92	38b	—
39			H	39a	94	39b	—
40			H	40a	98	40b
41			COOMe	41a	78	41b	—
42			H	42a	92	C	61d
Compound C =

^aIsolated yield after silica gel column chromatography.

^bDiastereomeric ratio determined by ¹H and ¹³C spectra or SFC–MS.

^cDetermined by SFC–MS analysis of crude reaction mixture.

^dIsolated yield of compound C.