14597-06-9Relevant academic research and scientific papers
Synthetic Anthracyclinones, XIII. Regioselective Synthesis of Digitopurpone and Islandicin by a Combined Diels-Alder and Marschalk Reaction
Tolkiehn, Klaus,Krohn, Karsten
, p. 1575 - 1583 (2007/10/02)
The 1,4-ethanoanthraquinone 5b was obtained by regioselective Diels-Alder reaction of the diene 2 with naphthazarin monoethyl ether (1b) followed by hydroxymethylation of the adduct 3b.Clevage of the ether, retrodiene reaction, and reduction gave digitopurpone (7e).Islandicin (8e) was prepared by a similar sequence starting from 4.Both natural products were free of isomers.
