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Synthesis of adriatoxin EF-precursor 35. Reagents and conditions: a) DMDO, iBu2AlH, CH2Cl2, −78 °C (80%); b) SO3·pyridine, Et3N, DMSO (85%); c) MeMgBr, −78 °C (92%, 5:1); d) PPTS, PhCl, pyridine, 135 °C (75%); e) mCPBA, MeOH, −78 °C to RT (88%); f) 3-bromo-1-propene, nBu4NI, DMF, 0 °C to 65 °C (85%). mCPBA = 3-chloroperbenzoic acid.
