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Diastereoselective additions on different C-alkyl substituted aldimines.
| Entry | R | R' | Product | Time (h) | Yield (%) b | syn/anti a | Dr a |
|---|---|---|---|---|---|---|---|
| 1 | Cy | H | 7/7′h | 24 | 45 | − | 99:1 |
| 2 | CH3 | syn-8/8′h; anti-9/9′h | 48 | 56 | 1:1 | 99:1 | |
| 3 | t-Bu c | H | 7/7′i | 8 | 55 | − | 99:1 |
| 4 | CH3 | − | − | − | − | − |
a Determined by 1H-NMR performed on the crude mixtures; b After purification on silica gel; c Reaction performed in the presence of ZrCl4 (50 mol %).
