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 …

Y Akbaba, H Türker Balaydın, S Göksu…

Index: Akbaba, Yusuf; Balaydin, Halis Tuerker; Goeksu, Sueleyman; Sahin, Ertan; Menzek, Abdullah Helvetica Chimica Acta, 2010 , vol. 93, # 6 p. 1127 - 1135

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Citation Number: 21

Abstract

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.