1: (i) Mg, Et2O, (ii) /BRN= 878156/ 2: (i) Cu2Br2, Et2O, (ii) /BRN= 1732380/, (iii) /BRN= 1900390/ 3: LiAlH4 / diethyl ether 4: N-chloro-succinimide, Me2S 5: (i) dioxane, Et2O, (ii) /BRN= 3660023/, (iii) /BRN= 1900390/ 6: (i) aq. NaOH, HMPA, (ii) /BRN= 969135/ View Scheme

1: (i) Cu2Br2, Et2O, (ii) /BRN= 1732380/, (iii) /BRN= 1900390/ 2: LiAlH4 / diethyl ether 3: N-chloro-succinimide, Me2S 4: (i) dioxane, Et2O, (ii) /BRN= 3660023/, (iii) /BRN= 1900390/ 5: (i) aq. NaOH, HMPA, (ii) /BRN= 969135/ View Scheme

1: NaOH / methanol; H2O 2: (i) Cu2Br2, Et2O, (ii) /BRN= 1732380/, (iii) /BRN= 1900390/ 3: LiAlH4 / diethyl ether 4: N-chloro-succinimide, Me2S 5: (i) dioxane, Et2O, (ii) /BRN= 3660023/, (iii) /BRN= 1900390/ 6: (i) aq. NaOH, HMPA, (ii) /BRN= 969135/ View Scheme

1: LiAlH4 / diethyl ether 2: N-chloro-succinimide, Me2S 3: (i) dioxane, Et2O, (ii) /BRN= 3660023/, (iii) /BRN= 1900390/ 4: (i) aq. NaOH, HMPA, (ii) /BRN= 969135/ View Scheme

(i) aq. NaOH, HMPA, (ii) /BRN= 969135/; Multistep reaction;

1: 1.) CuBr*2LiBr / 1.) THF, 0 deg C, 15 min; 2.) 0 deg C, 45 h 2: hexamethylphosphoric acid triamide; H2O / 0.5 h / 25 °C View Scheme

1: N-chloro-succinimide, Me2S 2: (i) dioxane, Et2O, (ii) /BRN= 3660023/, (iii) /BRN= 1900390/ 3: (i) aq. NaOH, HMPA, (ii) /BRN= 969135/ View Scheme

1: (i) dioxane, Et2O, (ii) /BRN= 3660023/, (iii) /BRN= 1900390/ 2: (i) aq. NaOH, HMPA, (ii) /BRN= 969135/ View Scheme