1: i-Pr2NEt, DMAP / 72 h 2: 1.) c-Hex2BCl, Me2NEt 3.) H2O2, NaOH / 1.) Et2O, 0 deg C, 2 h, 2.) - 78 deg C, 4 h, 3.) MeOH, 0 deg C, 2 h 3: 82 percent / LiAlH4 / diethyl ether / 0.5 h / -78 deg C to 20 deg C 4: 100 percent / Pb(OAc)4, Na2CO3 / CH2Cl2 / 1 h / 0 °C 5: 100 percent / NaClO2, Na2H2PO4, 2-methyl-2-butene / 2-methyl-propan-2-ol; H2O / 24 h 6: PhSO2Cl, py / 1.) 0 deg C, 10 min, 2.) 4 deg C, 24 h 7: H2 / Pd/C / ethyl acetate / 4 h / 20 °C View Scheme

1: i-Pr2NEt, DMAP / 72 h 2: 1.) c-Hex2BCl, Me2NEt 3.) H2O2, NaOH / 1.) Et2O, 0 deg C, 2 h, 2.) - 78 deg C, 4 h, 3.) MeOH, 0 deg C, 2 h 3: 82 percent / LiAlH4 / diethyl ether / 0.5 h / -78 deg C to 20 deg C 4: 100 percent / Pb(OAc)4, Na2CO3 / CH2Cl2 / 1 h / 0 °C 5: 100 percent / NaClO2, Na2H2PO4, 2-methyl-2-butene / 2-methyl-propan-2-ol; H2O / 24 h 6: PhSO2Cl, py / 1.) 0 deg C, 10 min, 2.) 4 deg C, 24 h 7: H2 / Pd/C / ethyl acetate / 4 h / 20 °C 8: 84 percent / PPh3, DEAD / tetrahydrofuran / 4 h / 0 °C View Scheme

1: i-Pr2NEt, DMAP / 72 h 2: 1.) c-Hex2BCl, Me2NEt 3.) H2O2, NaOH / 1.) Et2O, 0 deg C, 2 h, 2.) - 78 deg C, 4 h, 3.) MeOH, 0 deg C, 2 h 3: 82 percent / LiAlH4 / diethyl ether / 0.5 h / -78 deg C to 20 deg C 4: 100 percent / Pb(OAc)4, Na2CO3 / CH2Cl2 / 1 h / 0 °C 5: 100 percent / NaClO2, Na2H2PO4, 2-methyl-2-butene / 2-methyl-propan-2-ol; H2O / 24 h 6: PhSO2Cl, py / 1.) 0 deg C, 10 min, 2.) 4 deg C, 24 h 7: H2 / Pd/C / ethyl acetate / 4 h / 20 °C View Scheme