Table 6.
Scope of Aldehyde Moiety under Low Catalyst Loading.a
| Entry | R | Time (h) | Yield (Product) | eeb | drc |
|---|---|---|---|---|---|
| 1 | 2,4-dinitrophenyl- | 48 | 50 (17b) | 93 | >99:1 |
| 2 | 4-chlorophenyl- | 48 | 49 (17d) | 92 | >99:1 |
| 3 | 2-chlorophenyl- | 72 | 67 (17f) | 99 | >99:1 |
| 4 | 4-hydroxyphenyl- | 72 | 22 (17m) | 90 | 26:1 |
| 5 | phenyl- | 48 | 75 (17h) | 99 | 55:1 |
| 6 | 4-pyridyl- | 36 | 91 (17i) | 91 | 7:1 |
| 7 | 1-naphthyl- | 72 | 36 (17j) | 88 | 96:1 |
All reactions were performed with two equivalents of 5.
Determined by chiral HPLC analysis.
Determined by 1H NMR analysis.