Table 2. Reaction of ketone 1d–I with allyl substrate 2a *.
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---|---|---|---|---|
Entries | 1 | 3/4† | dr† | Yield (%)‡ |
1 | 1d | 95/5 | 57/43 | 56 (3d) |
2 | 1e | 98/2 | 60/40 | 98 (3e) |
3 | 1f | 95/5 | 86/14 | 98 (3f) |
4 | 1g | 93/7 | 77/23 | 92 (3g) |
5 | 1h | 88/12 | 86/14 | 56 (3h) |
6 | 1i | 95/5 | 93/7 | 99 (3i) |
*Reaction conditions: 1/LiHMDS/2a/[Pd(η3-C3H5)Cl]2/S-IPr·HCl=200/200/100/2.5/5; 0.1 M of ketone 1; 30 °C, 24 h.
†Determined by 1H NMR, dr is the ratio of (±)-(syn,anti)-3/other diastereo isomers.
‡Isolated yield.