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1.6 Metal-Catalyzed Alkylation or Arylation of Nitroalkanes
ОглавлениеCommercially available nitroalkanes can be used as precursors of more complex structures through their alkylation or arylation, performed under metal catalysis.
Table 1.4 Stereoselective reduction of nitroalkenes (selected examples).
| Substrate | Reducing system | Yield (%), (ee) |
|---|---|---|
| Baker’s yeast, EtOH·H2O [33] | 91 (S, 12%) | |
| Baker’s yeast, EtOH·H2O [33] | 72 (S, 12%) | |
| CuF2/PhSiH3, (R)(S)-JOSIPHOS, PHMS/PhMe·H2O [35] | 52 (R, 90%) | |
| CuF2/PhSiH3, (R)(S)-JOSIPHOS, PHMS/PhMe·H2O [34] | 88 (R 92%) | |
| CuO-t-Bu/PhSiH3, (S)(R)-JOSIPHOS, PMHS/PhMe·H2O [34] | 55 (S, 72%) | |
| CuO-t-Bu/PhSiH3, (S)(R)-JOSIPHOS, PMHS/PhMe·H2O [34] | 72 (S, 90%) | |
| Iridium complex, HCOOH/H2O, pH 2 [34] | 94 (R, 92%) | |
| Iridium complex, HCOOH/H2O, pH 2 [34] | 92 (R, 90%) |
PMHS, polymethylhydrosiloxane.
