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. Author manuscript; available in PMC: 2017 Jan 4.
Published in final edited form as: Chem Commun (Camb). 2016 Jan 4;52(1):108–111. doi: 10.1039/c5cc07780j

Table 2.

Investigation of a one-pot enantioselective synthesis of 1H-pyrrol-3(2H)-one derivatives.a

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Entry Additive Solvent Yieldb Eec
1 --- MeCN 32% 30%
2 CF3COOH MeCN 82% 31%
3 CF3COOH DCM 67% 47%
4 CF3COOH CHCl3 64% 41%
5 CF3COOH DCE 72% 44%
6 CF3COOH Toluene 55% 41%
a

Reaction conditions: 1) 1a (0.10 mmol), 2a (0.20 mmol), L-proline (20 mol%), solvent (0.50 mL), rt, 24 h; 2) 5a (0.11 mmol), CF3COOH (20 mol%), 65 °C, 24 h.

b

Yield of the isolated product after column chromatography.

c

The ee value was determined by HPLC using a chiral stationary phase.