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

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 mangan...

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Bibliographic Details
Main Author: Fearnley, Adam
Format: Thesis (University of Nottingham only)
Language:English
Published: 2017
Online Access:https://eprints.nottingham.ac.uk/42420/
Description
Summary: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.