A high yielding synthesis of racemic hongconin

I.R. Green; V.I. Hugo; F.J. Oosthuizen; R.G.F. Giles

doi:10.1080/00397919608003690

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A high yielding synthesis of racemic hongconin

Journal article

Peer reviewed

A high yielding synthesis of racemic hongconin

I.R. Green, V.I. Hugo, F.J. Oosthuizen and R.G.F. Giles

Synthetic Communications, Vol.26(5), pp.867-880

1996

DOI: https://doi.org/10.1080/00397919608003690

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Abstract

Racemic hongconin 1 has been synthesized from adduct 2 formed by reaction between 1-methoxycyclohexa-1,4-diene and benzoquinone. The synthetic strategy includes Fries and Claisen rearrangements, base and cerium(IV) initiated pyran ring formation, C-4 pyran ring hydroxylation and silver(II) mediated oxidation.

Details

Title: A high yielding synthesis of racemic hongconin
Authors/Creators: I.R. Green (Author/Creator) - University of the Western Cape
V.I. Hugo (Author/Creator) - Cape Peninsula University of Technology
F.J. Oosthuizen (Author/Creator) - Cape Peninsula University of Technology
R.G.F. Giles (Author/Creator) - Murdoch University
Publication Details: Synthetic Communications, Vol.26(5), pp.867-880
Publisher: Taylor and Francis
Identifiers: 991005540075707891
Murdoch Affiliation: School of Mathematical and Physical Sciences
Language: English
Resource Type: Journal article

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Citation topics: 1 Clinical & Life Sciences; 1.219 Cancer Drugs; 1.219.1527 Naphthoquinone Derivatives
Web Of Science research areas: Chemistry, Organic
ESI research areas: Chemistry