Convenient Conversion of cis-Homoallylic Alcohols into Corresponding Bromides with Ph₃PBr₂

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• All compounds show correct mass spectra or elemental anlyses. 1H and 13C NMR are, respectively, recorded at 200 and 50.32 MHz in CDCl3. 2a 1H NMR δ 5.58–5.27 (2H. m), 3.34 (2H, t, J = 7.1 Hz), 2.58 (2H, td, J = 7.1, 6.5 Hz), 2.01 (2H, m), 1.26 (6H, br s), 0.84 (3H, t, J = 6.6H); 13CNMR δ 133.23, 125.77, 32.60, 31.52, 30.89, 29.25, 27.43, 22.60, 14.09; IR (film) 3000, 2950, 2920, 2850, 1650 cm-1. 2b: 1HNMR δ 5.53–5.26 (4H, m), 3.35 (2H, t, J = 7.1 Hz), 2.77 (2H, m), 2.62 (2H, td, J = 7.1, 6.5 Hz), 2.05 (2H, qd, J = 7.5, 6.2 Hz), 0.95 (3H, t, J = 7.5 Hz); 13C NMR δ 132.39, 131.34, 126.60, 126.14, 32.46, 30.67, 25.76, 20.65, 14.32; IR (film) 3010, 2970, 2940. 2880, 1660 cm−1. 2c: 1H NMR δ 5.60–5.37 (2H, m), 4.51 (1H, t, J = 5.5 Hz), 3.84 (2H, sept., J = 6.1 Hz), 3.33 (2H. t, J = 7.1 Hz), 2.58 (2H, td, J = 7.1, 6.1 Hz), 2.30 (2H, dd, J = 6.3. 5.5 Hz), 1.14 (6H, d, J = 6.1 Hz), 1.09 (6H, d, J = 6.1 Hz); 13C NMR δ 128.12, 127.51, 99.56, 66.03 (2), 34.02, 32.45, 31.02, 23.35 (2c), 22.54 (2c); IR (film) 3000, 2950, 2800, 1640, 1345, 1100, 1020 cm−1.
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