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. Author manuscript; available in PMC: 2012 Jul 31.
Published in final edited form as: J Am Chem Soc. 2008 Dec 3;130(48):16295–16309. doi: 10.1021/ja804659n

Scheme 2.

Scheme 2

Synthesis of the C1–C12 chain of the AB-ring fragment. Reagents and conditions: a) 27 (5 mol%), CH2Cl2, 40 °C, 88%; b) PhSH, Et3N, CH2Cl2; c) allenylMgBr, Et2O, 0 °C, 96% (2 steps); d) 29, n-BuLi, Et2O, −78 °C, then MgBr2·OEt2, then 30, −78 to 0 °C, THF added, then RT; e) Ac2O, DMAP, pyr, CH2Cl2, 83% (2 steps). See ref31 for abbreviations.