Chiral 2,3‐Dihydrobenzo[ d ][1,3]oxaphosphole Ligands

image [1338454‐03‐7] C 19 H 23 O 3 P ( R )‐3‐( tert ‐butyl)‐4‐(2,6‐dimethoxyphenyl)‐2,3‐dihydrobenzo[ d ][1,3]oxaphosphole (MW 330.36) [1373432‐09‐7] C 19 H 23 O 3 P ( S )‐3‐( tert ‐butyl)‐4‐(2,6‐dimethoxyphenyl)‐2,3‐dihydrobenzo[ d ][1,3]oxaphosphole (MW 330.36) [1246888‐90‐3] C 19 H 23 O 3 P 3‐( tert ‐butyl)‐4‐(2,6‐dimethoxyphenyl)‐2,3‐dihydrobenzo[ d ][1,3]oxaphosphole (MW 330.36) Alternative Name : BI‐DIME. Physical Data : mp 142.5–144.6°C Solubility : miscible with many organic solvents. Form Supplied in : available as colorless crystalline solids. Analysis of Reagent Purity : 1 H NMR (400 MHz, CDCl 3 ): δ = 7.29 (m, 2 H ), 6.87 (m, 2 H ), 6.65 (d, J = 8.2 Hz, 1 H ), 6.59 (d, J = 8.3 Hz, 1 H ), 4.81 (dd, J = 12.5, 1.8 Hz, 1 H ), 4.53 (dd, J = 25.2, 12.5 Hz, 1 H ), 3.77 (s, 3 H ), 3.71 (s, 3 H ), 0.73 (d, J = 12.1 Hz, 9 H ); 13 C NMR (100 MHz, CDCl 3 ): δ = 163.4, 157.9. 157.1, 138.4 (d, J = 22.3 Hz), 130.5, 129.0, 125.0 (d, J = 16.4 Hz), 123.8 (d, J = 5.4 Hz), 119.6, 109.5, 104.5, 103.6, 70.4 (d, J = 33.8 Hz), 55.9, 55.4, 30.9 (d, J = 23.2 Hz), 26.6 (d, J = 18.1 Hz); 31 P NMR (162 MHz, CDCl 3 ): δ = −7.9; ESI‐MS: m/z 331 [M+H] + . Preparative Methods : 1b