Epoxide-opening cascades triggered by a Nicholas reaction: Total synthesis of teurilene
2013
Rodríguez-López, Julio | Pinacho Crisóstomo, Fernando R. | Ortega, Nuria | López Rodríguez, Matías | Martín, Víctor S. | Martín, Tomás | Ministerio de Economía y Competitividad (España)
Natural inspiration: Based on the biosynthesis of squalene‐derived polyethers, a total synthesis of teurilene is described. The carbocation formation in the Nicholas reaction serves to control the initiation of a polyepoxide ring‐opening cascade. The three furan rings present in teurilene were obtained in excellent yield in one step. Boc=tert‐butoxycarbonyl, TMS=trimethylsilyl.
Show more [+] Less [-]Spanish MINECO, co‐financed by ERDF. Grant Numbers: CTQ2011‐28417‐C02‐01, CTQ2011‐22653
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