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. Author manuscript; available in PMC: 2016 Oct 2.
Published in final edited form as: J Org Chem. 2015 Oct 2;80(19):9740–9766. doi: 10.1021/acs.joc.5b01844

Scheme 9. Strategies Examined toward D Ring Synthesis via Methyl-Group-First Approacha.

Scheme 9

aReagents and conditions: (a) n-BuLi, THF, −50 °C, then MeI; (b) n-BuLi, THF, −50 °C to rt, then DMF; (c) Ph3P=CH2, THF, 0 °C; (d) Ph3P=CHCHCH2, THF, 0 °C to rt; (e) hν, hexanes, rt.