New methods for the arylation of trivalent phosphorus species and Studies towards the synthesis of sesqui-lignan natural products

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Fearnley, Adam (2017) New methods for the arylation of trivalent phosphorus species and Studies towards the synthesis of sesqui-lignan natural products. PhD thesis, University of Nottingham.

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Abstract

Chapter one describes two efficient synthesis methods for the preparation of functionalised phosphonium salts. The first method utilises aryl radicals generated by a photo-induced decomposition of diaryliodonium salts, with the second method generating aryl radicals from arylboronic acids and manganese acetate. In both cases a broad substrate scope is demonstrated with respect to both the phosphorus and arylating species.

Chapter two describes approaches to the total synthesis of plant sesqui-neolignans. The synthesis of macranthol was achieved in 5 steps from commercially available 4-allylanisole in 7% yield. As well as the first synthesis of the core [4.3.0] ring structure of the fargenin/fargenone family of natural products.

Item Type: Thesis (University of Nottingham only) (PhD)
Supervisors: Denton, Ross M.
Ng, Y.
Subjects: Q Science > QD Chemistry > QD241 Organic chemistry
Faculties/Schools: UK Campuses > Faculty of Science > School of Chemistry
Item ID: 42420
Depositing User: Fearnley, Adam
Date Deposited: 18 Jul 2017 04:40
Last Modified: 28 Feb 2025 13:45
URI: https://eprints.nottingham.ac.uk/id/eprint/42420

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