Table 3.

Enantioselective three-component reaction for the synthesis of pyranopyrazoles with catalyst 2^a

Entry	12	Additive	Time (h)	Yieldb (%)	eec (%)
1	12a	—	18	80	96
2	12a	Na2SO4d	25	69	99
3	12a	MS(4 Å)e	21	72	94
4	12c	—	6	54	42
5	12c	Na2SO4d	6	50	34
6	12c	MS(4 Å)e	6	50	70
7	12d	—	6.5	74	66
8	12d	Na2SO4d	23	88	25
9	12d	MS(4 Å)e	22	89	58

^aAll reactions were carried out with 10a (0.10 mmol), 13 (0.10 mmol), 14 (0.10 mmol), and the catalyst (5 mol %) in CH₂Cl₂ (2.0 mL) at rt.

^bYield of isolated product after chromatography.

^cDetermined by HPLC analysis on a ChiralPak AS column.

^dNa₂SO₄ (0.10 mmol) was added.

^eMolecular sieves (40 mg) were added.