Depsidone synthesis. Part 14. The total synthesis of psoromic acid: isopropyl ethers as useful phenolic protective groups
- 1 January 1979
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 10,p. 2593-2598
- https://doi.org/10.1039/p19790002593
Abstract
The total synthesis of 4-formyl-3-hydroxy-8-methoxy-1,9-dimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepin-6-carboxylic acid (psoromic acid)(28), a lichen depsidone, by selective functionalization of synthetic methyl 3,8-dimethozy-1,4,9-trimethyl-11-oxo-11H-dibbnzo[b,e][1,4]dioxepin-6-carboxylate (methyl O-methylhypopsoromate)(23) and subsequent steps, is described. Åttention is drawn to the use of isopropyl ethers as phenol protective groups.This publication has 3 references indexed in Scilit:
- Depsidone synthesis. Part 13. The total synthesis of variolaric acidJournal of the Chemical Society, Perkin Transactions 1, 1979
- Base catalysed and thermal rearrangements of grisadiendiones to depsidonesJournal of the Chemical Society, Chemical Communications, 1978
- Depsidone synthesis. V. The chemistry of psoromic acid: a reinvestigationAustralian Journal of Chemistry, 1976