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23 Representative Experimental Procedure:
TBAB (0.1 mmol) and the enones (1 mmol) were dissolved in CH2Cl2 (3 mL). BF3·OEt2 (0.2 mmol) was added. Then carbamate (1.2 mmol) was added in one portion. The mixture solution was stirred at r.t. and conversion was monitored by TLC (for 24 h). After completion of the reaction, the mixture was quenched with sat. aq NaHCO3 (5 mL), and the aq layer was extracted with CH2Cl2. The combined organic layers were dried over Na2SO4, filtered, and evaporated. The crude product was purified by column chromatography (eluting solvent: EtOAc-petroleum ether). All the compounds were identified by GC-MS (Agilent 6890N GC/5973N MS, HP-5MS) and usual spectral methods. Selected spectral data of new compounds. 4a: IR(solid): 3366, 3029, 2965, 1721, 1681, 1526, 1291, 1241, 1221, 1022, 746, 699 cm-1. 1H NMR (400 MHz, CDCl3): δ = 7.88 (d, J = 7.2 Hz, 2 H), 7.54 (t, J = 7.2 Hz, 1 H), 7.44-7.22 (m, 12 H), 5.89 (br s, 1 H), 5.33 (d, J = 6.0 Hz, 1 H), 5.09 (s, 2 H), 3.68 (dd, J = 16.7 Hz, J = 4.2 Hz, 1 H), 3.45 (dd, J = 16.7 Hz, J = 4.8 Hz, 1 H). 13C NMR (100 MHz, CDCl3): δ = 197.8, 155.7, 141.2, 136.6, 136.3, 133.4, 128.6, 128.5, 128.1, 127.5, 126.3, 66.8, 51.8, 43.9. GC-MS: m/z = 359. 4f: 1H NMR: δ = 7.95 (d, J = 7.2 Hz, 2 H), 7.54 (t, J = 7.2 Hz, 1 H), 7.45-7.24 (m, 7 H), 5.36 (dd, J
1 = 6.0 Hz, J
2 = 8.6 Hz, 1 H), 4.22 (dd, J
1 = 1.6 Hz, J
2 = 8.8 Hz, 1 H), 3.57 (br s, 2 H), 3.43 (dd, J
1 = 8.0Hz, J
2 = 16.0 Hz, 1 H): 13C NMR: δ = 197.2, 157.9, 138.7, 136.6, 133.7, 129.1, 129.0, 128.4, 127.5, 62.2, 54.6, 43.4, 40.6. 4g: 1H NMR: δ = 7.88 (d, J = 7.2 Hz, 2 H), 7.57 (m, 1 H), 7.41 (m, 2 H),7.24 (m, 2 H), 6.81 (m, 2 H), 5.63 (br s, 1 H), 5.22 (dd, J
1 = 6.4 Hz, J
2 = 14.0 Hz, 1 H), 4.07 (dd, J
1 = 6.8 Hz, J
2 = 14.0 Hz, 2 H), 3.64-3.74 (m, 2 H), 3.37-3.43 (m, 1 H), 1.20 (t, J
1 = 6.4 Hz, J
2 = 15.2 Hz, 3 H). 13C NMR: δ = 198.2, 159.0, 156.1, 136.9, 133.7, 133.6, 128.9, 128.3, 127.8, 114.2, 61.1, 55.5, 51.5, 44.3, 14.8. 4h: 1H NMR: δ = 7.88 (d, J = 7.2 Hz, 2 H), 7.55-7.21 (m, 8 H), 5.72 (br s, 1 H), 5.28 (dd, J
1 = 6.4 Hz, J
2 = 14.0 Hz, 1 H), 3.67 (m, 2 H), 3.40-3.46 (m, 1 H), 1.21 (t, J
1 = 6.4 Hz, J
2 = 14.0 Hz, 3 H). 13C NMR: δ = 198.2, 159.8, 156.2, 141.6, 136.8, 133.6, 128.9, 128.3, 127.7, 61.2, 51.9, 44.2, 14.8. 4i: 1H NMR: δ = 7.85 (d, J = 7.2 Hz, 2 H), 7.57-7.20 (m, 12 H), 6.00 (br s, 1 H), 5.26 (dd, J
1 = 6.0 Hz, J
2 = 13.2 Hz, 1 H), 4.77 (br s, 2 H), 3.65 (m, 1 H), 3.40 (dd, J = 5.2 Hz, J = 16.8 Hz, 1 H). 13C NMR: δ = 197.9, 157.0, 156.0, 140.7, 136.6, 136.5, 133.9, 132.0, 129.0, 128.7, 128.5, 128.3, 127.9, 121.5, 67.1, 51.4, 43.8.