Epoxide-opening cascades triggered by a Nicholas reaction: Total synthesis of teurilene

Epoxide-opening cascades triggered by a Nicholas reaction: Total synthesis of teurilene

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.

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Bibliographic Details
Main Authors: Rodríguez-López, Julio, Pinacho Crisóstomo, Fernando R., Ortega, Nuria, López Rodríguez, Matías, Martín, Víctor S., Martín, Tomás
Other Authors: Ministerio de Economía y Competitividad (España)
Format: artículo biblioteca
Language:English
Published: Wiley-VCH 2013-02-21
Subjects:Biomimetic synthesis, Natural Products, Epoxidation, Total Synthesis, Polycycles,
Online Access:http://hdl.handle.net/10261/178529
http://dx.doi.org/10.13039/501100003329
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http://hdl.handle.net/10261/178529
http://dx.doi.org/10.13039/501100003329

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