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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 6.

Scheme 6

Conversion of alcohol 15 to alkene 5.a

a Reagents and conditions: (a) 3.0 equiv. PPh3, 3.0 equiv. diisopropyl azodicarboxylate, toluene, 80 °C, 20 min, 75%, E/Z 8:1. (b) 1.0 equiv. K2CO3, MeOH, 24 °C, 2 h, 96%.