Citation
D. Mal et Hn. Roy, A concise total synthesis of brasiliquinones B and C and 3-deoxyrabelomycin, J CHEM S P1, (21), 1999, pp. 3167-3171
Citations number
26
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
0300922X
→ ACNP
Issue
21
Year of publication
1999
Pages
3167 - 3171
Database
ISI
SICI code
0300-922X(19991107):21<3167:ACTSOB>2.0.ZU;2-B
Abstract
Synthesis of brasiliquinones B and C, 2 and 3 and 3-deoxyrabelomycin 4a has
been accomplished in 6-7 steps from the common precursor 18b. The key naph
thalenones 6 were prepared in 5 steps from tetralone 17 in a regioselective
manner. Anionic annulation of cyanophthalide 7c with 6 readily provided te
tracyclic precursors 5 in excellent yields, sunlight-promoted photooxidatio
n of which led to the synthesis of the title compounds.