Scheme 1.
a) N-Boc-4-piperidinemethanol mesylate, Cs2CO3, DMF, 80 °C; b) N-Boc-3-azetidinemethanol mesylate, Cs2CO3, DMF, 80 °C; c) Na2CO3, Pd(PPh3)4, 6-ethoxy-2-naphthaleneboronic acid, H2O/DME, 80 °C (microwave); d) TFA/CH2Cl2 (1:1); e) sodium methoxide in MeOH, then 2% AcOH, formaldehyde or acetone, NaBH3CN; f) Ac2O, TEA, DMF.