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Comparison of the asymmetric hydroformylation of allyl cyanide (Eq 15) with rhodium catalysts based on (R,S)-BINAPHOS and (S,S)-Kelliphos under solvent-free conditions.
| entry | ligand | nitrile / Rh | conv. (%) | regioselectivity (b/l) | ee (%) |
|---|---|---|---|---|---|
| 1 | (R,S)-BINAPhos | 2,000 | 64.0 | 2.8 | 74.7 |
| 2 | (R,S)-BINAPhos | 4,000 | 37.1 | 2.9 | 75.1 |
| 3 | (R,S)-BINAPhos | 10,000 | 14.8 | 2.7 | 77.2 |
| 4 | (S,S)-Kelliphite | 2,000 | 100 | 17.8 | 77.8 |
| 5 | (S,S)-Kelliphite | 4,000 | 100 | 17.3 | 78.8 |
| 6 | (S,S)-Kelliphite | 10,000 | 100 | 18.5 | 78.8 |
