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Synthesis of cis,trans-substituted dihydronepetalactone c. Reaction conditions: a) Crabtree's catalyst [Ir(cod)PCy3(py)]PF6 (11 mol %), 1 bar H2, CH2Cl2, rt (81%); b) TBDMSCl, imidazole, DMF, 0 °C (100%); c) KOH, MeOH, rt (93%); d) RuCl3·3H2O (2 mol %), NaIO4, CCl4, CH3CN, phosphate buffer (pH 7), rt (81%); e) HF, CH3CN, rt (100%); f) DCC, DMAP, CH2Cl2 (66%).
