127983-40-8Relevant academic research and scientific papers
Synthesis of a Pyranonaphthoquinone-spiroacetal
Brimble, Margaret A.,Nairn, Michael R.
, p. 579 - 584 (1992)
A synthesis of pyranonaphthoquinone-spiroacetal 12 is reported which represents an efficient entry to the pentacyclic framework of the pyranonaphthoquinone antibiotic griseusin A.The key step involves assembly of the furonaphthopyran 11 via a ceric ammonium nitrate oxidative rearrangement of the furonaphthofuran 10.This latter heterocycle 10 in turn was constructed via the uncatalysed 1,4-addition of 2-trimethylsilyloxyfuran 9 to naphthoquinone 8.Naphthoquinone 8 is readily available from 1,4-dimethoxynaphthalene-2-carbaldehyde 3 and acetylene 4.
Synthesis of the Griseusin A Ring System
Brimble, Margaret A.,Nairn, Michael R.
, p. 169 - 171 (2007/10/02)
An efficient synthesis of the pentacyclic framework (12) of the pyranonaphthoquinone antibiotic Griseusin A (1) is reported.The key step involves assembly of the furonaphthopyran (11) ring system via a ceric ammonium nitrate oxidative rearrangement of the furonaphthofuran (10).
