Scheme 1.
Reagents and Conditions: (a) 1; 2-amino-2-methyl-1-propanol, CH2Cl2. 2; SOCl2, Toluene; (b) sec-butyllithium, THF −78 °C; (c) 5% HCl 10 h; (d) 10% Pd/Charcoal, HClO4 (cat), 2-PrOH; (e) BH3-THF; (f) PCC, CH2Cl2; (g) Trimethylsilyl cyanide, CH2Cl2; (h) LiAlH4, THF; (i) Eaton’s Reagent, PPA or Methane sulfonic acid; (j) BBr3, CH2Cl2.