Table 2.
Scope of Dimethylsulfoximine Desymmetrisation Reaction Using Lithium Amide 5a
| Entry | Electrophile | Product | Yield (%) | ee (%)b |
| 1 | TMSCl | 2b | 58 | 61 |
| 2 | Ph2CO | 2c | 86 | 70 |
| 3 | Ph2C = NTs | 2d | 30 | 28 |
| 4 | PhSSPh | 2e | 6 | 62 |
| 5 | CH2 = CHCH2I | 2f | 34 | -c |
| 6 | 2-BrC6H4CH2Br | 2g | 70 | 57 |
a Reactions were performed using sulfoximine 1b and an excess of lithium amide 5 at -105°C in THF see Supporting Information File 1 for experimental details b Determined by HPLC using a chiral column. c Not determined