✦ LIBER ✦
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
✍ Scribed by Yusuf Akbaba; Halis Türker Balaydın; Süleyman Göksu; Ertan Şahin; Abdullah Menzek
- Publisher
- John Wiley and Sons
- Year
- 2010
- Tongue
- German
- Weight
- 285 KB
- Volume
- 93
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
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 BBr~3~, followed by the addition of MeOH, afforded the corresponding methoxymethyl‐substituted arylphenols in high yields.