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Stereoselectivity of selected aldol additions.
| Entry | RC(=O)R′ | Lithium alkoxide | syn/syn | syn/anti | Yield (%) |
|---|---|---|---|---|---|
| 1 | PhC(=O)Ha | — | 1:3 | 1:12 | 70 |
| 2 | PhC(=O)Ha | 11 | >50:1 | 2:1 | 82 |
| 3 | t-BuC(=O)Hb | — | >50:1 | >50:1 | 90 |
| 4 | t-BuC(=O)Hb | 11 | >50:1 | >50:1 | 92 |
| 5 | MeC(=O)CCHb | — | 3:1 | >50:1 | 80 |
| 6 | MeC(=O)CCHb | 11 | 7:1 | >50:1 | 85 |
| 7 | i-PrC(=O)Me | — | — | — | <5 |
| 8 | i-PrC(=O)Me | 11 | — | — | <5 |
Literature compound.1b
Characterized as described in Supporting Information.
