1. A Novel Route to Preussomerins via 2-Arylacetal Anions
- Author
-
Michael E. Prime, Jacques P. Ragot, Stephen J. Archibald, and Richard J. K. Taylor
- Subjects
Alkyl and Aryl Transferases ,Antifungal Agents ,Molecular Structure ,Chemistry ,Organic Chemistry ,Carbon skeleton ,Antineoplastic Agents ,Heterocyclic Compounds, 4 or More Rings ,Biochemistry ,Fungal Proteins ,chemistry.chemical_compound ,Acetals ,Anti-Infective Agents ,Ascomycota ,Epoxy Compounds ,Organic chemistry ,Surface modification ,Spiro Compounds ,Enzyme Inhibitors ,Physical and Theoretical Chemistry ,Derivative (chemistry) - Abstract
[reaction--see text] Dimerization of salicylaldehydes provided 6H,12H-6,12-epoxydibenzo[b, f][1,5]dioxocins in multigram quantities. Deprotonation-allylation of the benzylic acetals followed by further functionalization of the diallyl derivative and double Friedel-Crafts cyclization gave a novel preussomerin analogue which possessed the full carbon skeleton of the natural products.
- Published
- 2000