Table 1. Optimization of CM reaction between vinyl dioxolane (7) and 1-dodecene (8).
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Entry | 2 (mol%) | 7 Equiv. | Conc. (M) | Yield a (%) | Z-Selectivity a (%) |
1 | 5 | 6 | 0.5 | 84 | 93 |
2 | 5 | 4 | 0.5 | 87 | 94 |
3 | 5 | 2 | 0.5 | 80 | 95 |
4 | 2 | 4 | 0.5 | 83 | 95 |
5 | 2 | 4 | 0.3 | 92 | 94 |
6 | 2 | 2 | 0.5 | 80 | 95 |
7 | 2 | 2 | 1.0 | 66 | 95 |
8 | 2 | 2 | 0.3 | 82 [87] b | 95 [94] b |
9 | 1 | 2 | 0.5 | 74 | 95 |
aYield and Z-selectivity determined by GC using tridecane as an internal standard; average of two experiments.
bValue at 7 hours.