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Conditions for Grignard addition of 19 to aldimine 8.
| Entry | Aldimine 8 Conc.. |
RMgX Solvent | RMgX Cone. | % Yield | dr.. (20a: 20b) |
|---|---|---|---|---|---|
| 1 | 02 M | THF | 1.0 M | 90 | 1:1 |
| 2 | 0 2 M | Et20 | 10 M | no rxn | - |
| 3 | 0 2 M | THF | 3 0 M | 61 | 1:1.5 |
| 4 | 0 2 M | 2-MeTHF | 3 0 M | 83 | 1:2.7 |
| 5 | 0 .1 M | 2-MeTHF | 3 0 M | 86 | 1:4 |
*ln all cases, to a solution of aldimine 8 in CH2Cl2 at −45 °C was added Grignard 19 followed by warming to rt and stirring for 18h.
