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. Author manuscript; available in PMC: 2008 Sep 11.
Published in final edited form as: J Am Chem Soc. 2005 Dec 21;127(50):17921–17937. doi: 10.1021/ja055967n

Scheme 14.

Scheme 14

Preparation of seco-acid 73 and attempted macrolactonization.a

a Reagents and conditions: (a) 4.0 equiv. TBAF, THF, 24 °C, 2 h, 94%. (b) 7.5 equiv. TMSOTf, 11.5 equiv. 2,6-lutidine, 0 °C, 3 h, 24 °C, 30 min, quant.