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. Author manuscript; available in PMC: 2014 Jun 24.
Published in final edited form as: Tetrahedron. 2013 Apr 15;69(25):5205–5220. doi: 10.1016/j.tet.2013.04.041

Table 6.

Model studies for oxepene installation from hydrazone 101.

graphic file with name nihms470242u21.jpg
Entry Base T (°C) Solvent Result
1 MeLi −78 °C to rt THF NR
2 nBuLi −78 °C to rt THF Decomp.
3 LHMDS −78 °C to rt THF NR
4 NaH reflux THF 12% yield
5 NaH 90 °C PhMe 16% yield