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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 5.

Scheme 5

Synthesis of bioisosteric seco-DCKs (14–16). Reagents and conditions: (ia) a. (NH4)2CO3/EtOH/reflux, b. NaBH4; (ib) CH3NH2, EtOH, rt; (ic) p-CH3C6H4NH2, EtOH, rt; (ii) NaBH4, MeOH; (iii) camphanic chloride, DMAP, CH2Cl2.