Table 1.
entry | R″2Zn | solvent | R | yield (%)a |
---|---|---|---|---|
1 | Me2Zn | toluene | SO2Tol | trace |
2 | Me2Zn | toluene | Boc | trace |
3 | Me2Zn | toluene | P(O)Ph2 | <30 |
4 | Me2Zn | toluene | SO2(2-Py) | 73 |
5 | Me2Zn | THF | SO2(2-Py) | trace |
6 | Me2Zn | CH2Cl2 | SO2(2-Py) | 68b |
7 | Me2Zn | CH2Cl2 | SO2(2-Py) | 80 |
8 | Et2Zn | toluene | SO2(2-Py) | 64 |
9 | Et2Zn | CH2Cl2 | SO2(2-Py) | 65 |
Isolated yields,
Reaction performed at −10°C