A Facile Synthesis of the Angucyclinone Antibiotic (+)-Rubiginone B2Involving the BF3-Mediated Diels-Alder Reaction of Juglone

Autor:	Yoshinori Nishii, Hiromu Aoyama, Yusuke Masue, Sachiko Yoshioka, Jiro Motoyoshiya, Gento Iwayama
Rok vydání:	2004
Předmět:	Stereochemistry medicine.drug_class Organic Chemistry Antibiotics Enantioselective synthesis Aromatization Anthraquinone Catalysis chemistry.chemical_compound chemistry medicine Structural isomer Rubiginone B2 Juglone Diels–Alder reaction
Zdroj:	Synthesis. 2004:2099-2102
ISSN:	1437-210X 0039-7881
DOI:	10.1055/s-2004-829196
Popis:	A short synthesis of (+)-rubiginone B 2 is reported. The BF 3 -mediated Diels-Alder reaction of juglone and (R)-3-methyl-1-vinylcyclohexene followed by aromatization gave the anthraquinone as the desired regioisomer, whichwas converted into the target antibiotic after a two-step operation.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::2a1da1bcb6c340d20a241224038fcb44 https://doi.org/10.1055/s-2004-829196 Zobrazit plný text záznamu