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. Author manuscript; available in PMC: 2008 Apr 21.
Published in final edited form as: Bioorg Med Chem Lett. 2005 May 16;15(10):2633–2635. doi: 10.1016/j.bmcl.2005.03.063

Scheme 3.

Scheme 3

Reagents and conditions: (i) BnNNH2, AcOH, NaCNBH3, THF, rt 14 h, 10 45% and 11 26%; (ii) H2, 5% Pd-C, EtOH, rt, 16 h, 3R 100% and 3S 91%; (iii) tri-O-TBS protected gallic acid, DCC, DMAP, CH2Cl2, rt, 16 h, 3R 83% and 3S 59%; (iv) HF·Py, THF/Py (4:1), 0 °C, 2h, 7 41% and 8 69%.