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. Author manuscript; available in PMC: 2011 Jun 15.
Published in final edited form as: Bioorg Med Chem. 2010 Apr 29;18(12):4363–4373. doi: 10.1016/j.bmc.2010.04.089

Scheme 4.

Scheme 4

Synthetic routes to seco-C ring DCKs (10–12). Reagents and conditions: (i) HOCH2CH2OH/TsOH/toluene; (ii) a: CH3I/b: CH3CH2Br/c: BrCH2COOCH3, K2CO3, KI, acetone, reflux; (iii) 2N HCl; (iv) NaBH4, MeOH; (v) camphanic chloride, DMAP, CH2Cl2.