References
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- Selected Spectral Data: 1 1H NMR (δ, C6D6, 250 MHz) 2.77 (d, J=1.4 Hz, 2H-C); 2.96 (d, J=1.4 Hz, 2H-B); 3.16 (s, 6H-A); 3.17 (s, 6H-B); 3.19 (s, 1H-C); 3.21 (s, 6H-C); 3.22 (s, 1H-B); 3.61 (ddd, J=1.4, 2.8, 8.5 Hz, 1H-A; 3.94 (d, J=8.5 Hz, 1H-A); 6.28–6.64 (m, 4H-A, 3H-B/C). 1A 13C NMR (δ, C6D6, 22.5 MHz) 134.79 (d), 133.24 (d), 104.34 (d), 57.62 (d), 52.74 (q). 1B 13C NMR (δ, C6D6, 22.5 MHz) 133.36 (d), 131.81 (d), 132.31 (d), 130.86(s), 101.48 (d), 52.20 (q), 40.94 (t). 2B 1H NMR (δ, C6D6, 250 MHz) 1.11 (t, J=7.0 Hz, 6H); 3.33–3.60 (m, 5H); 4.03 (d, J=8.4 Hz, 1H); 6.43–6.51 (m, 4H). 13C NMR (δ,C6D6, 22.5 MHz) 135.89 (d), 133.18 (d), 102.95 (d), 61.56 (t), 58.78 (d), 15.43 (q). 3 1H NMR (δ, C6D6, 250 MHz) 0.71 (d, J=6.8 Hz, 3H-B); 0.91 (d, J=6.9 Hz, 3H-C); 1.06 (d, J=6.9 Hz, 3H-C); 1.13 (d, J=6.6 Hz, 3H-B); 1.85 (dsep, J=1.4, 8.1 Hz, 1H-B/C); 2.77 (dd, J=1.3, 23.7 Hz, 1H-B); 2.92 (dd, J=1.3, 23.6 Hz, 1H-B); 3.09 (s, 3H-B); 3.19 (s, 3H-C); 3.44 (d, J=6.9 Hz, 1H-C); 3.46 (d, J=8.2 Hz, 1H-B); 6.29-6.48 (m, 3H-B/C). 3A 13C NMR (δ,C6D6, 22.5 MHz) 148.62 (s), 132.60 (d), 131.69 (d), 131.16 (d), 86.23 (d), 56.43 (q), 39.81 (t), 33.85 (d), 19.54 (q). 4B 1H NMR (δ,C6D6, 250 MHz) 1.00 (s, 6H); 1.08 (t, J=7.0 Hz, 3H); 2.08 (dt, J=7.3, 13.4 Hz, 2H); 2.92 (s, 2H); 3.29 (q, J=7.0 Hz, 2H); 3.75 (s, 1H); 5.04 (d, J=7.8 Hz, 1H); 5.09 (d, J=0.5 Hz, 1H); 5.79–5.96 (m, 1H); 6.29–6.46 (m, 3H). 13C NMR (δ,C6D6, 22.5 MHz) 147.84 (s), 135.99 (d), 132.47 (d), 131.75 (d), 117.04 (t), 85.45 (d), 64.54 (t), 44.52 (t), 42.97 (t), 39.44 (s), 23.83 (q), 23.54 (q), 15.94 (q). 5 1H NMR (δ,C6D6, 250 MHz) 1.04 (s, 6H-A); 1.34 (s, 6H-B); 1.37 (s, 6H-C); 2.88 (d, J=1.1 Hz, 2H-B): 2.95 (s, 3H-B); 3.13 (s, 3H-A); 3.16 (s, 3H-C); 3.24 (d, J=0.7 Hz, 2H-C); 3.31 (s, 1H-A); 6.42 (s, 4H-A and 3H-B/C). 5B 13C NMR (δ,C6D6, 22.5 MHz) 153 (s), 132.53 (d), 131.64 (d), 128.60 (d), 74.25 (s), 50.06 (q), 40.46 (t), 26.93 (q).
- The amount of TMScp used depended on the amount of the 5-TMS isomer present as determined by 1H NMR. The percentage of this isomer varied from batch to batch.