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
Özet
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.
Atıf için künye
AKBABA, Y., BALAYDIN, H. T., Göksu, S., Şahin, E., & MENZEK, A. (2010). 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. HELVETICA CHIMICA ACTA, 93(6), 1127–1135. https://doi.org/10.1002/hlca.200900300
BibTeX
@article{akbaba2010-66764,
author = {AKBABA, Yusuf and BALAYDIN, Halis Tuerker and Göksu, Süleyman and Şahin, Ertan and MENZEK, Abdullah},
title = {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},
journal = {HELVETICA CHIMICA ACTA},
year = {2010},
volume = {93},
number = {6},
pages = {1127--1135},
issn = {0018-019X},
doi = {10.1002/hlca.200900300},
url = {https://akademik.atauni.edu.tr/yayinlar/66764-total-synthesis-of-the-biologically-active-naturally-occurring-34-dibromo-5-2}
}