896-87-7Relevant academic research and scientific papers
Chemistry of the Coccoidea. VIII. Synthesis of the Ancient Dyestuff Kermesic Acid and of Related Anthraquinones
Cameron, Donald W.,Deutscher, D. Jeanne,Feutrill, Geoffrey I.,Griffiths, Peter G.
, p. 2401 - 2421 (2007/10/02)
The insect anthraquinones kermesic acid (3) and laccaic acid D (2) have been synthesized efficiently, as have the plant anthraquinones aloesaponarin-I (4) and -II (33).The syntheses were based on regiospecific Diels-Alder addition of the silyloxy dienes (10) and (11) to simpler quinones.Regiospecificity was controlled by 2(3)-chloro groups in the dienophiles or, for addition to certain naphthoquinones, by a hydroxy group peri to carbonyl.
