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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 1.

Scheme 1

Synthesis of seco-A ring DCK (4). Reagents and conditions: (i) 3-chloro-3-methyl-1-butyne, K2CO3, KI; (ii) N,N-diethylaniline; (iii) K2OsO2(OH)4, K3Fe(CN)6, (DHQ)2-PHAL, K2CO3; (iv) camphanoyl chloride, DMAP, CH2Cl2.