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. Author manuscript; available in PMC: 2018 Sep 11.
Published in final edited form as: Chem Rev. 2017 May 10;117(12):7762–7810. doi: 10.1021/acs.chemrev.7b00020

Table 3.

Michael Addition of Nitroalkanes to Chalcones

graphic file with name nihms-983507-t0123.jpg
condition I
 condition II
entry catalyst temp, time catalyst temp, time ee (%) yield (%) ref
1 10 mol % cat. 23 50 °C, 72 h – – 95 100 195
2 – – 10 mol % cat. 12 toluene, 25 °C, 110 h 96 94 194
3 10 mol % cat. 24 ClCH2CH2Cl, 80 °C, 72 h – – 94 97 196
4 – 5 mol % cat. 25 ClCH2CH2Cl, 80 °C, 72 h 95 99 196
5 – 100 mol % cat. per-6-ABCD H2O, room temp, 24 h 68.5 100 174