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. Author manuscript; available in PMC: 2014 Aug 21.
Published in final edited form as: J Org Chem. 2004 Aug 6;69(16):5497–5500. doi: 10.1021/jo0493929

Scheme 5. Total Synthesis of Natural Saponin 2a.

Scheme 5

aReagents and conditions: (a) TMSOTf, CH2Cl2, 0 °C, 78%. (b) Aqueous 80% AcOH, then aqueous 1 N NaOH, MeOH/CH2Cl2 2:1, 85%.