Efficient, highly regioselective fries rearrangements of methyl 3-(2-acyloxy-4-methoxyphenyl)propanoates: The first total syntheses of the linear acylated coumarins geijerin and dehydrogeijerin.
Authors:
- Nicholas CairnsNCNicholas Cairns
- Laurence M. HarwoodLHLaurence M. Harwood
- David P.Pp]AstlesDPDavid P.Pp]Astles
- 31 December 1988
- journal article
- Published by Elsevier in Tetrahedron Letters
- Vol. 29 (11) , 1311-1314
Abstract
No abstract availableKeywords
This publication has 11 references indexed in Scilit:
- An iterative procedure for the synthesis of the diprenylated coumarins balsamiferone and gravelliferone from umbelliferone via multiple [3.3] sigmatropic rearrangementsJournal of the Chemical Society, Chemical Communications, 1987
- Synthesis of linear coumarins via para-Claisen rearrangement of coumarate ester derivatives: total synthesis of suberosin, demethylsuberosin, and ostruthinJournal of the Chemical Society, Chemical Communications, 1986
- Application of the Lewis acid-catalysed Claisen rearrangement of 4′-(1,1-dimethylallyloxy) coumarates to the synthesis of demethylsuberosinJournal of the Chemical Society, Chemical Communications, 1986
- Regioselective preparation of 6-allyl-7-hydroxycoumarin from 7-allyloxycoumarin via boron halide catalysed ortho-Claisen rearrangement of 4′-allyloxycoumaric acid derivativesJournal of the Chemical Society, Chemical Communications, 1986
- Friedel-Crafts chemistry. A mechanistic study of the reaction of 3-chloro-4'-fluoro-2-methylpropiophenone with aluminum chloride and aluminum chloride-nitromethaneThe Journal of Organic Chemistry, 1978
- Synthesis of 8-(3-methylbut-2-enoyl)-7-methoxycoumarin, a novel coumarin fromTetrahedron Letters, 1977
- Umlagerung von Allyl‐aryläthern und Allyl‐cyclohexadienonen mittels BortrichloridHelvetica Chimica Acta, 1973
- Chemical Components of the Roots of Ligusticum hultenii FERNALD and Angelica shikokiana MAKINOYAKUGAKU ZASSHI, 1973
- Synthesis of benzofuranoid systems. I. Furocoumarins, benzofurans and dibenzofuransTetrahedron Letters, 1972
- The coumarins of Geijera parviflora LindlAustralian Journal of Chemistry, 1967