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. Author manuscript; available in PMC: 2010 Aug 19.
Published in final edited form as: J Am Chem Soc. 2009 Aug 19;131(32):11350–11352. doi: 10.1021/ja905387r

Scheme 4.

Scheme 4

Synthesis of berkelic acid (2) and C22-R diastereomer 27a

aReagents and conditions: (a) 14a,b or ent-14a,b (2.6 equiv.), 22 (1 equiv.), Et2O, rt, 2 h; (b) (Bu3Sn)2O (35 equiv.), PhMe, Δ, 8 h for 2, 14 h for 27.