Abstract:
The functionalisation of a variety of o-allylnaphthols, o-allylhydroxyanthraquinones and anthrafurans by a number of electrophilic reagents has been studied.
Extension of this work has led to the synthesis of the anthrax[c]furan (115) and an investigation of its use in anthracyclinone synthesis.
An alternative synthesis of methyl 2-(1,4-dihydroxy-3-dimethoxymethyl-9,10-dioxo-9,10-dihydroanthracen-2-yl)acetate (116), a key intermediate for anthracyclinone syntheses is described.
Preliminary studies with a homochiral titanium (IV) ester enolate in Grignard-type reactions with benzaldehyde and an anthraquinonyl methyl ketone have been undertaken as models for vineomycinone B2 ester syntheses.