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Transfer of Chirality using Trisubstituted Silylated Allene-ynes
| Entry | Allene-yne | R | Time (h) | Product, % yield | % eea |
|---|---|---|---|---|---|
| 1 | 13a |
|
2.5 | 35a, 72 | >96 |
| 2 | 13b |
|
2.5 | 35b, 85 | >96 |
| 3 | 13c | Me | 3 | 35c, 95 | >96 |
| 4 | 13d | Ph | 3 | 35d, 92 | >96 |
| 5 | 13e | H | 2.5 | 35e, 66b | >96 |
| 6 | 13f | TMS | 3 | 35f, 89 | >99 |
| 7 | 13g |
|
2.3 | 35g, 83 | >99 |
Enantiomeric ratios were determined by HPLC analysis using a ChiralCel OD column;
Cross-conjugated triene was obtained in 13% yield.
