1584689-69-9Relevant academic research and scientific papers
Toward the total synthesis of hygrocin B and divergolide C: Construction of the naphthoquinone-azepinone core
Nawrat, Christopher C.,Kitson, Russell R. A.,Moody, Christopher J.
, p. 1896 - 1899 (2014/05/06)
A highly regioselective Diels-Alder approach toward the bioactive natural products hygrocin B and divergolide C is presented. The route uses an unusual benzoquinone-azepinone dienophile prepared in 8 steps from ethyl 8-methoxy-1-naphthoate, by a route which includes, as key steps, a Birch alkylation and a Beckmann rearrangement of a tetralone oxime, both of which are demonstrated on multigram scale. The naphthoquinone-azepinone core is suitably functionalized for addition of the ansa-chain, found in the natural products.
