Efficient ortho-oxidation of phenol and synthesis of anti-MRSA and anti-VRE compound abietaquinone methide from dehydroabietic acid

M Tada, K Ishimaru

Index: Tada, Masahiro; Ishimaru, Kosaku Chemical and Pharmaceutical Bulletin, 2006 , vol. 54, # 10 p. 1412 - 1417

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Citation Number: 18

Abstract

A quinone methide diterpene: abietaquinone methide, which possesses potent anti- methicillin-resistant Staphylococcus aureus (MRSA) and anti-vancomycin-resistant Enterococcus (VRE) activities, was synthesized via efficiently ortho-oxidation of ferruginol derived from industrially available dehydroabietic acid. ortho-Oxidation of phenols was developed to give mono esters of catechols using a stable diacyl peroxide, bis (4- ...