Electrochemical and photochemical approaches for the synthesis of the C28–C38 fragment of okadaic acid

Dochain, Simon; Nshimyumuremyi, Jean‐Boris; Dewez, Damien F.; Body, Jean-François; Elias, Benjamin; Singleton, Michael L.; Markó, István E.

doi:10.1016/j.tet.2019.02.060

Tetrahedron

2019

DOI: 10.1016/j.tet.2019.02.060

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Electrochemical and photochemical approaches for the synthesis of the C28–C38 fragment of okadaic acid

Simon Dochain

Jean‐Boris Nshimyumuremyi

Damien F. Dewez

et al.

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2024

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Oxidative Photochemical Cyclisations to Access Spiroketals

Trevorrow,

Sibanda,

O'Kearney‐McMullan

et al. 2024

Adv Synth Catal

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The spiroketal moiety is an important substructure within many biological natural products. One method to access them is via the oxidative cyclisation of a pendant hydroxyl group on to a pre‐formed pyran. However applications of this methodology have been severely limited by requiring the use of toxic and powerful oxidants, such as lead (IV) tetraacetate or mercuric oxide. Herein we report a novel and high yielding photochemical route to prepare complex spiroketals using a photochemical oxidative approach with mild and non‐toxic reagents and demonstrate the methodology to the synthesis of a number of insect pheromones.

show abstract

Oxidative Photochemical Cyclisations to Access Spiroketals

Trevorrow,

Sibanda,

O'Kearney‐McMullan

et al. 2024

Adv Synth Catal

View full text Add to dashboard Cite

show abstract

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Electrochemical and photochemical approaches for the synthesis of the C28–C38 fragment of okadaic acid

Cited by 1 publication

References 49 publications

Oxidative Photochemical Cyclisations to Access Spiroketals

Oxidative Photochemical Cyclisations to Access Spiroketals

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