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Intramolecular cycloaddition reactions of cis-1,2-dihydrocatechol derivatives incorporating C3 tethered diazoketones, nitrile oxides and azides: stereocontrolled routes to enantiomerically pure spiro[5.5]undecanes and related systems

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Date

2013

Authors

Reekie, Tristan
Banwell, Martin
Willis, Anthony

Journal Title

Journal ISSN

Volume Title

Publisher

American Chemical Society

Abstract

A series of enantiomerically pure cis-1,2-dihydrocatechol derivatives incorporating C3-tethered diazoketone, nitrile oxide, or azide residues has been prepared from the precursor iodide 7 using Negishi cross-coupling reactions. Such derivatives, including

Description

Keywords

Keywords: Diazoketones; Intramolecular cycloaddition reactions; Negishi cross-coupling; Nitrile oxides; Related systems; Stereo-selective; Cycloaddition; Nitrogen oxides; Enantiomers; azide; catechol derivative; fused alicyclic compound; ketone derivative; nitrile

Citation

URI

http://hdl.handle.net/1885/62109

Collections

ANU Research Publications

Source

Journal of Organic Chemistry

Type

Journal article

Book Title

Entity type

Access Statement

License Rights

DOI

10.1021/jo400952u

Restricted until

2037-12-31

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01_Reekie_Intramolecular_cycloaddition_2013.pdf (482.58 KB)

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