504422-60-0Relevant academic research and scientific papers
Total synthesis of the biologically active, naturally occurring 3,4-dibromo-5-[2-bromo-3,4-dihydroxy-6-(methoxymethyl)benzyl]benzene-1,2-diol and regioselective O-demethylation of aryl methyl ethers
Akbaba, Yusuf,Balaydin, Halis Tuerker,Goeksu, Sueleyman,Sahin, Ertan,Menzek, Abdullah
experimental part, p. 1127 - 1135 (2010/08/21)
3,4-Dibromo-5-[2-bromo-3,4-dihydroxy-6-(methoxymethyl)benzyl]benzene-1, 2-diol (2), a natural product, has been synthesized for the first time starting from (3-bromo-4,5-dimethoxyphenyl)methanol (5) in five steps and with an overall yield of 34%. The reaction of some methoxymethyl-substituted aryl methyl ethers with BBr3, followed by the addition of MeOH, afforded the corresponding methoxymethyl-substituted arylphenols in high yields.
Total synthesis of the marine antibiotic pestalone and its surprisingly facile conversion into pestalalactone and pestalachloride A
Slavov, Nikolay,Cvengros, Jan,Neudoerfl, Joerg-Martin,Schmalz, Hans-Guenther
supporting information; experimental part, p. 7588 - 7591 (2010/12/25)
Surprise, surprise! The total synthesis of the marine natural product pestalone (1), a highly substituted benzophenone with strong antibiotic acitivity, has provided insight into the surprising tendency of this and related molecules to undergo intramolecular Cannizzaro-Tishchenko-type reactions. Pestalone can be readily converted into pestalachloride A, a strongly antifungal metabolite isolated from an endophytic fungus, by simple treatment with ammonia at pH 8.
Pyridinium hydrobromide perbromide induces ipsobromodeformylation in o-hydroxy and o-methoxy substituted aromatic aldehydes
Córdoba, Rubén,Plumet, Joaquín
, p. 9303 - 9305 (2007/10/03)
The reaction of o-hydroxy and o-methoxy substituted aromatic aldehydes with PHPB in pyridine gives aromatic bromination products including those arising from ipsobromodeformylation.
