Pigments of Fungi. XV. An Efficient, Unambiguous Route to Unsymmetrically Substituted Dibenzyl Acyloins and Their Use in the Synthesis of Fungus Pigments of the Pulvinone and Grevillin Types
M Gill, MJ Kiefel, DA Lally and A Ten
Australian Journal of Chemistry
43(9) 1497 - 1518
Published: 1990
Abstract
Dibenzyl acyloins including those bearing unsymmetrically disposed aryl residues are assembled in high yield by reaction between the O-trimethylsilyl ethers of arylacetaldehyde cyanohydrins and benzyl Grignard reagents. These acyloins are deprotonated with lithium diisopropylamide to afford alcoholate-enolate dianions which can be made to react with carbonyldiimidazole and with oxalyldiimidazole, respectively, to ultimately afford fungus pigments of the pulvinone and grevillin types.
https://doi.org/10.1071/CH9901497
© CSIRO 1990