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Total synthesis of triptolide (1) through simple compound 31. ⅰ) allylMgBr, THF, Me2SO4, 70 ℃ ,12 h; ⅱ) Grubbs Ⅱ (1 mol%), Cul (2.5 mol%), Acrolein, Et2O, 40 ℃, 4 h; ⅲ) Ph3PMel, KHMDS, THF, 2 h; ⅳ) Cy2BH, THF, NaBO3ˑ4H2O, 4 h; ⅴ) DMP, CH2Cl2; ⅵ) L-proline (5 mol%), tetronic acid, Hantzch ester CH2Cl2, DIPEA, Tf2O, -78 ℃; ⅶ) LiBr, THF, 70 ℃, 12 h; ⅷ) compound 40, Na2CO3, 365 nm, MeCN, 12 h, H2SO4, 6 h; ⅸ) RuCl2(PPh3)3, DIPEA, PhMe, 120 ℃, 4 d.
