Synthesis of the EFG-ring system of pectenotoxin-4

<p>The EFG-ring system of pectenotoxin-4 was synthesised via a novel pathway which ultilised a cobalt-mediated oxidative cyclisation to access the trans F-ring, and an osmium-mediated oxidative cyclisation to form the cis E-ring.</p> <p>Subsequent union of these fragments, under mo...

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Bibliographic Details
Main Author: Roushanbakhti, A
Other Authors: Donohoe, T
Format: Thesis
Published: 2017
Description
Summary:<p>The EFG-ring system of pectenotoxin-4 was synthesised via a novel pathway which ultilised a cobalt-mediated oxidative cyclisation to access the trans F-ring, and an osmium-mediated oxidative cyclisation to form the cis E-ring.</p> <p>Subsequent union of these fragments, under modified Julia-Kocienski olefination conditions, facilitated the synthesis of the EFG-ring system of pectenotoxin-4.</p> <p><b>Introduction</b></p> <p>This chapter reports the previous total syntheses of pectenotoxin molecules, along with completed syntheses of pectenotoxin fragments, including the Donohoe group’s synthesis of the ABC-ring system of pectenotoxin-4.</p> <p><b>Results and Discussion</b></p> <p>The synthesis of the FG-ring system and subsequent coupling to the E-ring fragment are detailed in this chapter. The final steps from the Julia adduct to the EFG-ring system conclude this chapter.</p>