A Review on Platensimycin: A Selective FabF Inhibitor

Scheme 9

Synthesis of tetracyclic cage. (i) NaBH₄, ETOH, 00C, 2 h, (ii) TBSCI, Im, DMF, r.t., 2 h, (iii) DIBAL-H CH₂Cl₂, (iv) NaH, cat. KHTHF, r.t., 12 h, (v) Decalin, 180°C, 5d, (vi) K₂CO₃, MeOH, (vii) TBAF, THF, reflux, (viii) IBX PhF/DMSO 65°C, (ix) TBTH, AIBN t-BuOH, reflux, 12 h, (x) PPTS, CH₂Cl₂, r.t., 6 h, (xi) L-selectride, THF, −78°C to r.t., and (xii) TFA/CH₂Cl₂, 0°C, 2 h.