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Optimization of the Retro-DA/DA Cascade
 | |||||
|---|---|---|---|---|---|
| Entry | solvent | temp. (°C) | dienophile 7 (equiv.) | time (h) | conversiona (%) |
| 1 | toluene | 110 | 5 | 12 | 69 |
| 2 | chlorobenzene | 130 | 5 | 12 | 92 |
| 3 | mesitylene | 150 | 5 | 1.5 | >99 (98)b |
| 4 | mesitylene | 150 | 3 | 1.5 | >99 (97)b |
Conversion based on 1H-NMR analysis of 8 and starting material (−)-3;
Isolated yield of 8 in parenthesis.
