The synthesis and ring-contraction of halogenated hydroxyquinones; a new synthesis of cryptosporiopsin
- 1 January 1983
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 10,p. 2595-2599
- https://doi.org/10.1039/p19830002595
Abstract
Syntheses of 2,6-dichloro-and 2,6-dibromo-3-hydroxy-5-alkyl-1,4-benzoquinones have been developed involving oxidation of trihalogenoresorcinol derivatives with Fremy's salt. The reactions of these quinones have been studied and their ring-contraction to cyclopentenoid structures on treatment with N-halogenosuccinimides is reported. This sequence of reactions has been used in an efficient synthesis of the fungal metabolite cryptosporiopsin.This publication has 5 references indexed in Scilit:
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