Synthetic studies of fungal metabolites: ascofuranone and colletochlorin D

AA Guthrie, JE Semple, MM Joullie

Index: Guthrie, Anne E.; Semple, Edward J.; Joullie, Madeleine M. Journal of Organic Chemistry, 1982 , vol. 47, # 12 p. 2369 - 2376

Full Text: HTML

Citation Number: 32

Abstract

Procedures have been developed for the synthesis of hexasubstituted aromatic rings which are present in many fungal metabolites such as ascofuranone and colletmhlorin D.(3-Bromo- 5-chloro-2, 6-djmethoxy-p-tolyl) acetaldehyde was synthesized from orcinol in eight steps. This aldehyde was converted to 2-bromo-6-chloro-3, 5-dimethoxy-4-(3-methyl-2-butenyl) toluene which was subsequently formylated to afford 3-chloro-4, 6-dimethoxy-2-methyl-5-( ...