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. Author manuscript; available in PMC: 2022 Nov 8.
Published in final edited form as: Angew Chem Int Ed Engl. 2021 Oct 7;60(46):24573–24581. doi: 10.1002/anie.202109694

Table 4.

Comparison of carboxylic acid cocatalyst for pyridine-2-carboxaldehyde type substrate[a]

graphic file with name nihms-1738955-t0009.jpg
Entry Carboxylic Acid Corresponding Product er
1 TrCO2H 11 41:59
2 3-CF3-5-ArF-C6H3CO2H 11 15:85
3 TrCO2H 12 44:56
4 3-CF3-5-ArF-C6H3CO2H 12 7:93
5 TrCO2H 13 42:58
6 3-CF3-5-ArF-C6H3CO2H 13 17:83
7 TrCO2H 14 55:45
8 3-CF3-5-ArF-C6H3CO2H 14 92.5:7.5
[a]

Reactions were performed at 0.05 mmol scale Enantioselectivity was measured by HPLC with chiral stationary phase. ArF = 3,5-CF3-C6H3.