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. Author manuscript; available in PMC: 2012 Jan 1.

Published in final edited form as: Medchemcomm. 2011 Jan 1;2(9):904–908. doi: 10.1039/C1MD00040C

Scheme 2 — Synthesis of C1–C9 unit. Reagents and conditions: a) 3-trimethylsilylpropynal, BF₃·OEt₂, CH₂Cl₂, 60%; b) i. 4-NO₂C₆H₄CO₂H, TPP, DIAD, 40%; ii. K₂CO₃, MeOH, 70%; C) m-CPBA, NaHCO₃; 4:1 Hexane: EtOAc, 70%; d) i. Et₃N, MeOH, 90 °C, quant; ii. Lindlar catalyst, EtOAc:pyridine:1-octene, 97%; e) i. 2,2-dimethoxypropane, PPTS, 90%; ii. LiOH, 2:2:1 THF:MeOH:H₂O, quant.