. Author manuscript; available in PMC: 2012 Jul 1.

Published in final edited form as: Nat Chem. 2011 Dec 4;4(1):45–51. doi: 10.1038/nchem.1212

Table 2. Scope of the three-component condensation of aldehydes, siloxy alkynes and amines.

All reactions were carried out according to the general procedure described in the Methods section. The yields refer to those isolated for the major diastereomeric product of each three-component reaction following chromatographic purification. Diastereomeric ratios were determined by 500 MHz ¹H NMR analysis of crude reaction mixtures prior to chromatographic purification.


Entry	R¹	R²	R³	R⁴	Major Product	Yield, %	d.r.
1	Me				5	87	91:9
2	Me				7	87	88:12
3	Me				8	73	88:12
4	Me				9	63	91:9
5	Me				10	74	93:7
6	Me				11	68	91:9
7	Me				12	66	84:16
8	Me				13	59	88:12
9	Me				14	63	90:10
10	Me				15	58	91:9
11	Me				16	44	84:16
12	Me		Me		17	75	85:15
13	Me				18	72	91:9
14	Me				19	80	91:9
15	Me				20	87	91:9
16	Me				21	76	91:9
17	Me				22	74	95:5
18	Me				23	61	91:9
19					24	78	88:12
20					25	57	89:11
21					26	52	80:20
22					27	30	63:37