Table 2.
Sulfide Scopea
| ||||
|---|---|---|---|---|
| entry | sulfide | product | yield (%) | ee (%) |
| 1 | (4-MeC6H4)S2 | 2b, R = 4-MeC6H4 | 71 | >95 |
| 2 | (4-NO2C6H4)2S2 | 2c, R = 4-NO2C6H4 | 78 | 94 |
| 3 | (4-FC6H4)S2 | 2d, R = 4-FC6H4 | 66 | 90 |
| 4 | (3-FC6H4)S2 | 2e, R = 3-FC6H4 | 90 | 93 |
| 5 | (2-FC6H4)S2 | 2f, R = 2-FC6H4 | 73 | 94 |
| 6b | PhSH | 2a, R = Ph | 67 | 90 |
| 7b | 4-MeC6H4SH | 2b, R = 4-MeC6H4 | 62 | 63 |
| 8 | 4-FC6H4SH | 2d, R = 4-FC6H4 | 72 | 90 |
| 9b | PhC(O)SH | 2g, R = C(O)Ph | — | — |
| 10b | PMBSH | 2h, R = PMB | — | — |
| 11 | Chx2S2 | 2i, R = Chx | — | — |
| 12 | t-Bu2S2 | 2j, R = t-Bu | — | — |
| 13c | Ph2Se2 |
|
83 | 47 |
Conditions from Table 1, entry 2, were applied with R2S2 (100 mol %) unless otherwise noted.
150 mol % RSH was used.
Ph2Se2 (100 mol %) was used. PMB = p-methoxybenzyl.