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. Author manuscript; available in PMC: 2011 Jun 26.
Published in final edited form as: Tetrahedron. 2010 Jun 26;66(26):4745–4759. doi: 10.1016/j.tet.2010.03.093

Scheme 4a.

Scheme 4a

aConditions: (a) Ac2O, NaOAc, reflux, 1 h, 62%; (b) PhSH, BF3·Et2O, CHCl3, rt, 5 h, 82%; (c) LiOH, MeOH, rt, 1 h; NH4Cl, rt, 20 min; (d) 2-methoxypropene, CSA, DMF, rt, 3 h, 82% (2 steps); (e) lithium naphthalenide, THF, −78°C, 30 min, >99%; (f) NaH, MeI, THF, rt, 2 h, 81%; (g) t-BuLi, THF, −78 °C to 0 °C, 30 min then Me2SiHCl, −78°C to rt, 1 h, 44%.