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. Author manuscript; available in PMC: 2010 Sep 2.

Published in final edited form as: J Am Chem Soc. 2009 Sep 2;131(34):12406–12414. doi: 10.1021/ja904604x

Scheme 7 — Fragment Coupling and Initial Synthesis^a

^a Conditions: (a) 8, 2,4,6-trichlorobenzoyl chloride, Et₃N, DMAP, THF, 80%. (b) HF·pyridine, THF, 93%. (c) TEMPO, H₆C₅I(OAc)₂, CH₂Cl₂, 92%. (d) Sc(OTf)₃, CaSO₄, MeCN, 25%. (e) DMSO, H₂O, 130 °C, 99%. (f) NaBH₄, MeOH, 0 °C, 71%. (g) DIAD, Ph₃P, 4, benzene, 80%.