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. Author manuscript; available in PMC: 2009 Nov 13.
Published in final edited form as: Tetrahedron Lett. 2009 May 13;50(19):2252–2255. doi: 10.1016/j.tetlet.2009.02.210

Table 1.

Catalyst screening and reaction condition optimization for the two-component reactiona

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Entry Catalyst Solvent Time (h) Yieldb (%) eec (%)
1 1 CH2Cl2 27 80 23
2 2 CH2Cl2 24 92 96
3 3 CH2Cl2 24 91 65
4 4 CH2Cl2 27 80 0
5 5 CH2Cl2 27 88 14
6 6 CH2Cl2 24 79 11
7 7 CH2Cl2 27 96 10
8 8 CH2Cl2 27 92 22d
9 9 CH2Cl2 24 83 6d
10 2 CHCl3 20 87 92
11 2 THF 20 74 60
12 2 Et2O 20 94 62
13 2 Benzene 20 79 82
14 2 CH3CN 20 91 24
a

All reactions were carried out with 10a (0.10 mmol), 11a (0.10 mmol), and the catalyst (5 mol %) in the indicated solvent (2.0 mL) at rt.

b

Yield of isolated product after chromatography.

c

Determined by HPLC analysis on a ChiralPak AS column.

d

The S enantiomer was obtained as the major product.