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. Author manuscript; available in PMC: 2012 Oct 1.
Published in final edited form as: Eur J Med Chem. 2011 Aug 4;46(10):4924–4936. doi: 10.1016/j.ejmech.2011.07.051

Scheme 2.

Scheme 2

The synthesis of 1′-O-aryl or heterocyclic substituted 2′,3′-seco-3′-nor-2-ethyl-DCPs (16–28). Reaction Conditions: (i). chloromethyl methyl ether/K2CO3/DMF/rt; (ii). 1.2 equiv. NBS/CCl4/reflux; (iii). a. NaOAc/Ac2O/reflux; b. 2N HCl/EtOH/reflux; (iv). variable bromides/K2CO3/DMF/rt; (v). camphanoyl chloride/DMAP/CH2Cl2/rt.