Novel formation and use of a Nicholas carbocation in the synthesis of highly substituted tetrahydrofurans

Steven D. R. Christie; Ryan J. Davoile; Mark R. J. Elsegood; Ross Fryatt; Raymond C. F. Jones; Gareth J. Pritchard

doi:10.1039/B411367E

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Novel formation and use of a Nicholas carbocation in the synthesis of highly substituted tetrahydrofurans†

Steven D. R. Christie,*^a Ryan J. Davoile,^a Mark R. J. Elsegood,^a Ross Fryatt,^a Raymond C. F. Jones*^a and Gareth J. Pritchard^a

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^a Department of Chemistry, Loughborough University, Loughborough, UK
E-mail: s.d.christie@lboro.ac.uk
Tel: +44 (0)1509 222587

Abstract

The first formation of a Nicholas carbocation through cleavage of a carbon–carbon σ bond has allowed the preparation of highly substituted tetrahydrofurans in a formal dipolar cycloaddition reaction.

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DOI: https://doi.org/10.1039/B411367E
Article type: Communication
Submitted: 27 Jul 2004
Accepted: 18 Aug 2004
First published: 17 Sep 2004

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Chem. Commun., 2004, 2474-2475

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Novel formation and use of a Nicholas carbocation in the synthesis of highly substituted tetrahydrofurans

S. D. R. Christie, R. J. Davoile, M. R. J. Elsegood, R. Fryatt, R. C. F. Jones and G. J. Pritchard, Chem. Commun., 2004, 2474 DOI: 10.1039/B411367E

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Chemical Communications

Novel formation and use of a Nicholas carbocation in the synthesis of highly substituted tetrahydrofurans†

Abstract

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Novel formation and use of a Nicholas carbocation in the synthesis of highly substituted tetrahydrofurans

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