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. Author manuscript; available in PMC: 2012 Sep 6.
Published in final edited form as: Carbohydr Res. 2011 May 3;346(12):1551–1563. doi: 10.1016/j.carres.2011.04.045

Scheme 2.

Scheme 2

Reagents and conditions: (a) 2 equiv 19,CH2Cl2, TMSOTf (cat), 0 °C, 1 h, 80%); (b) NaOMe (excess), MeOH, 24 h, Dowex 50WX8 (H+); (c) levulinic acid (8 equiv), DCC (8 equiv), EtOAc, 93%); (d) AcOH, MeOH, reflux, 5 min, 85%.