Table 2.

Synthesis of tetrahydroquinoline analogs

Entry	Aldehyde	Methoda,b	Time(h)	Product	Yield(% )c	endo/exod
1		A	2.0	3	88	93:7
2		A	3.0	4	95	95:5
3		A	5.0	5	75	91:9
		B	2.5	5	90	92:8
4		A	2.0	6	95	92:8
5		A	5.0	7	70	95:5
		B	15.0	7	80	96:4
6		A	1.5	8	95	96:4
7		A	5.0	9	70	92:8
		B	15.0	9	72	92:8
8		A	2.0	10	77	93:7
9		A	3.0	11	84	92:8
10		A	3.0	12	92	92:8
11		A	2.5	13	92	92:8
12		A	1.0	14	98	89:11
13		A	1.5	15	94	80:20
14		A	1.0	16	90	63:37

^aA: Multicomponent procedure.

^bB: Stepwise imineformation, cyclization.

^cIsolated yields.

^dEndo/exo ratio determined by ¹H NMR and HPLC.