Table 1.
Results of reaction of 2-carene-containing mixture with aldehides 10a, c–k.
| R | RCHO | Product 11 (Yield, (S)-/(R) Ratio) | Products 12 and 13 (Total Yield, %, 12/13) |
|---|---|---|---|
| 4-Hydroxy-3-methoxyphenyl | 10a | 11a (81%, (S)-/(R) = 1:1) | 12a (11%) |
| (E)-prop-1-en-1-yl | 10c | 11c (89%, (S)-/(R) = 1.3:1) | |
| Thiophen-2-yl | 10d | 11d (78%, (S)-isomer) | 12d, 13d (5%, 7:1) |
| 3-Methylthiophen-2-yl | 10e | 11e (86%, (S)-isomer) | 12e (2%) |
| 5-Methylthiophen-2-yl | 10f | 11f (85%, (S)-isomer) | 12f, 13f (2%, 3:1) |
| 4-Bromothiophen-2-yl | 10g | - | 12g (20%) |
| 5-Bromothiophen-2-yl | 10h | 11h (73%, (S)-isomer) | 12h (15%) |
| 5-Nitrothiophen-2-yl | 10i | - | 12i, 13i (18%, 5:1) |
| 5-Nitrofuran-2-yl | 10j | - | 12j (18%) |
| Thiophen-3-yl | 10k | 11k (91%, (S)-/(R) = 1.5:1) | 12k (21%) |