3.1.10. (3*S*,4*S*)-7-([1,1'-biphenyl]-4-yl)-4-methoxy-5,8-bis(methoxymethoxy)-3-pentylisochroman-1 one (**10a**)

Bromo compound **3** (20.0 mg, 44.7 μmol), Cs2CO3 (21.9 mg, 67.1 μmol), 4-biphenylboronic acid (5.5 mg, 44.7 μmol), and PdCl2(PPh3)2 (3.2 mg, 4.47 μmol) were dissolved in degassed dioxane (0.23 mL) at room temperature. After stirring for 1 h under reflux condition, the reaction was quenched by adding saturated aqueous NH4Cl. The mixture was extracted with EtOAc (×3) and the combined organic layers were washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified with PTLC (EtOAc:*n*-hexane = 3:7) to give diMOM-protected biphenyl derivative **10a** (18.0 mg, 88%) as a white solid. 1H-NMR (500 MHz, CDCl3) δ 7.74–7.60 (6H, overlapped), 7.53–7.40 (3H, overlapped), 7.38 (1H, t, *J* = 7.3 Hz), 5.28 (2H, s), 4.85 (1H, d, *J* = 7.0 Hz), 4.84 (1H, d, *J* = 7.0 Hz), 4.68 (1H, d, *J* = 1.3 Hz), 4.35 (1H, ddd, *J* = 1.3, 6.0, 7.6 Hz), 3.51 (3H, s), 3.38

(3H, s), 2.99 (3H, s), 2.08 (1H, m), 1.86 (1H, m), 1.70-1.50 (1H, overlapped), 1.46 (1H, m), 1.40–1.25 (4H, overlapped), 0.92 (3H, t, *J* = 6.9 Hz); 13C-NMR (125 MHz, CDCl3) δ 162.1, 150.6, 150.0, 140.5, 140.4, 139.1, 136.8, 130.2, 128.9, 128.1, 127.5, 127.0, 126.9, 120.9, 120.0, 101.1, 95.1, 80.8, 68.3, 57.2, 56.9, 56.4, 31.6, 30.6, 24.9, 22.5, 14.0.; IR (KBr) 2956, 2927, 2858, 2827, 1728, 1467, 1152, 1007, 931 cm<sup>−</sup>1; HRMS (ESI) *m*/*z* (M + H)<sup>+</sup> calculated for (C31H37O7) <sup>+</sup> 521.2539, found 521.2539.
