Scheme 4.

Completion of 11-Acetoxy-4-deoxyasbestinin D^a

^a(a) Ph₃PCH₃Br, KO-t-Bu, THF, 85%; (b) n-Bu₄NF, THF, 95%; (c) Dess-Martin periodinane, pyridine, CH₂Cl₂, 98%; (d) MeMgCl, THF, 0 °C, 98%; (e) HCl, CHCl₃, 96%, 10:1 dr; (f) NaH, MeOH, 99%, 1:1.2 dr; (g) L-Selectride^®, THF, −78 °C, 94%; (h) Ac₂O, Et₃N, DMAP, CH₂Cl₂, 99%; (i) TESOTf, 2,6-lutidine, CH₂Cl₂, 0 °C, 80%; (j) (+)-Ipc₂BH, THF; NaOH, H₂O₂; (k) n-Bu₄NF, THF, 64% (two steps); (l) Tf₂O, 2,6-lutidine, CHCl₃, 0 °C to 25 °C, 66%.