Synthesis of Benzannulated Spiroketals Using an Oxidative Radical Cyclization

Abstract The synthesis of both mono and bisbenzannulated spiroketals using an oxidative radical cyclization approach is investigated. Although unsuccessful in uncovering a novel route toward bisbenzannulated spiroketals, the oxidative radical cyclization does facilitate a new approach to monobenzann...

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Bibliographic Details
Published in:Synthesis (Stuttgart) 2011-05, Vol.2011 (9), p.1383-1398
Main Authors: Sperry, Jonathan, Liu, Yen-Cheng (William), Wilson, Zoe E., Hubert, Jonathan G., Brimble, Margaret A.
Format: Article
Language:English
Subjects:
Chemistry
Exact sciences and technology
Free radicals chemistry
Heterocyclic compounds
Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives
Organic chemistry
Preparations and properties
Reactivity and mechanisms
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Summary:Abstract The synthesis of both mono and bisbenzannulated spiroketals using an oxidative radical cyclization approach is investigated. Although unsuccessful in uncovering a novel route toward bisbenzannulated spiroketals, the oxidative radical cyclization does facilitate a new approach to monobenzannulated spiroketals such as those found in berkelic acid and in the chaetoquadrins.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0030-1259981