Scheme 84.
Synthesis of various macrolactones. Reagents and conditions: (i) iPr2EtN, DMF, 77–83%; (ii) TBDMSCl, imidazole, DMF, 12 h, rt, 10 h, 72–80%; (iii) DDQ, PhMe, 6 h, reflux, 72–75%; (iv) iPr2EtN, DMF, 12 h, rt, 51–63%; (v) pTSA, C6H6, reflux, 30 min, 15%; (vi) DDQ, PhMe, reflux, 3 h, 71–75%.