Table 2.
| |||
---|---|---|---|
entry | dienophile (equiv) | cycloadductb | yieldc (%) |
1 |
9a |
10a |
85 |
2 |
9b |
10b |
99 |
3 |
9c |
10cd |
98 |
4 |
9d |
10d |
85 |
5 |
9e |
10ed |
76 |
6 |
9f |
10f |
90 |
7 |
9g |
10gd |
80 |
Reaction conditions: dimer (−)-2, dienophile, SiC chip, mesitylene, μW, 180 °C, 15 min;
Single diastereomer isolated unless otherwise noted;
Isolated yield after column chromatography;
Approximately 9% of an inseparable minor product observed by 1H-NMR (ca. 10:1 isomeric ratio).