Table 5. Intermolecular cyclopropanation reactions between other diazo compounds and styrene catalyzed by 1a a .
| ||||
| Entry | Diazo compound | Yield of cyclopropane b (dr) | By-product | Recovery of 1a |
| 1 |
|
71% (2.4 : 1) | 90% | |
| 2 c |
|
45% (2.0 : 1) | Azine | 88% |
| 3 d |
|
0% |
|
81% |
aSee the ESI for detailed reaction conditions.
bYield and diastereomeric ratio (dr) determined by 1H NMR with PhTMS as the internal standard.
c In situ generated diazo compound from acetophenone hydrazone and Ag2O.
d In situ generated diazo compound from 2-adamantanone hydrazone and PhIO.