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Synthesis of trans,trans-substituted dihydronepetalactone b. Reaction conditions: a) TBDMSCl, imidazole, DMF, 0 °C (99%); b) KOH, MeOH, 0 °C (87%); c) PDC, MS, CH2Cl2, 0 °C to rt (61%); d) ammonium formate, Pd/C, MeOH, reflux (48%); e) KMnO4, t-BuOH, pH 4.5, 0 °C (22%); f) TBAF, THF (100%); g) DCC, DMAP, CH2Cl2 (66%).
